Longwood Homes with Boatable Water Water Frontage

Longwood Homes with Boatable Water Water Frontage

Welcome to Longwood, Florida—an enchanting city nestled in the heart of Seminole County. Known for its picturesque landscapes and vibrant community, Longwood offers a perfect blend of suburban charm and urban convenience. With its lush parks, top-rated schools, and a variety of shopping and dining options, this city is not just a place to live; it’s a lifestyle.

One of Longwood’s most appealing features is its access to boatable water. Imagine waking up each day to the serene sights and sounds of waterfront living. Homes with boatable water frontage in Longwood provide not just a residence, but a gateway to endless outdoor adventures. Whether you enjoy fishing, kayaking, or simply soaking up the sun on your private dock, these properties offer a unique opportunity to embrace Florida’s natural beauty.

The real estate market in Longwood is diverse, with homes that cater to every taste and budget. From charming single-family homes to luxurious waterfront estates, there’s something for everyone. Many of these properties boast stunning views, spacious backyards, and direct access to the tranquil waters of the region’s lakes and canals.

Living in Longwood means you’re just a short drive away from the bustling city of Orlando, while still enjoying the peaceful ambiance of a close-knit community. With its rich history, friendly neighbors, and abundant recreational opportunities, Longwood is a hidden gem waiting to be discovered. Explore the exceptional waterfront homes available today and start your journey towards a life filled with sunshine, adventure, and the soothing embrace of water.

Newest Longwood Homes with Boatable Water Water Frontage

5 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code

SWEETWATER OAKS — this is the kind of home that makes you want to stay awhile. Beautifully updated, warm and inviting, it combines an easy one-story floor plan with exceptional outdoor living and the lifestyle that makes this neighborhood so special. Rich wood flooring flows through the main living areas, while walls of glass fill the home with natural light and create a seamless connection to the pool and lanai. The heart of the home is the DESIGNER KITCHEN WITH OVERSIZED CONTRASTING ISLAND, where everyone will naturally gather. Crisp white cabinetry, abundant seating, stainless steel appliances, beautiful stone countertops, generous prep space and extensive storage make it as functional as it is beautiful. The kitchen opens effortlessly to the dining and family rooms, where custom built-ins, a painted brick fireplace and dry bar create a comfortable space for everything from quiet evenings to a house full of friends. The spacious PRIMARY SUITE feels like a true retreat, with a tray ceiling, plantation shutters and an updated bath featuring dual vanities, a soaking tub and oversized walk-in shower. Additional bedrooms offer flexibility for family and guests, while a separate office provides a dedicated work-from-home space. Even the OVERSIZED LAUNDRY/UTILITY ROOM impresses, with extensive cabinetry, long counters, a utility sink, built-in shelving, hanging space and abundant storage — one of those practical luxuries you quickly wonder how you ever lived without. Then step outside, because this is where the Florida lifestyle really comes alive. Multiple sliding doors open to an EXPANSIVE SCREENED LANAI with separate dining and conversation areas, ceiling fans, built-in cabinetry and sink. Morning coffee, weekend dinners, football games with friends or simply relaxing at the end of the day — there is room for it all. Beyond the lanai, a freeform pool and expansive paver deck create your own backyard retreat, with additional fenced green space and mature landscaping. And then there is SWEETWATER OAKS itself. Enjoy a lakefront beach on Lake Brantley, river access with canoe and kayak storage, tennis courts, basketball courts, playgrounds, athletic fields, picnic areas and recreation spaces — all surrounded by the mature trees and natural beauty that give this neighborhood its unmistakable character. Additional improvements include ROOF 2020, updated windows and sliding doors, and FENCE 2024. Beautiful inside, fun outside and surrounded by amenities you will actually use, this is more than a home — it is a place to settle in, gather together and enjoy the Central Florida lifestyle. More pictures and floor plan are coming tomorrow. Check out the Matterport tour!!!

718 Fox Valley Drive, Longwood

4 Beds ⋅ 4 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code

The time is NOW! Rare opportunity to live the waterfront lifestyle on a deep water canal leading to idyllic Lake Brantley. This amazing home is situated on an exceptionally beautiful, nearly half-acre lot with a dock and boathouse (with lift) Step into the wide open floor plan with soaring tongue and groove ceilings, dramatic transome windows and an impressive floor-to-ceiling wood burning fireplace. This home is made for entertaining as the sprawling great room, dining room and kitchen flow seamlessly together with the captivating view out back as the backdrop. You'll appreciate the beautiful and durable groutless travertine floors throughout the main level. The dining area features stylish built-in cabinetry. The kitchen has a built-in oven, cooktop, spacious breakfast bar and eat-in area overlooking the scenic yard. All secondary bedrooms are downstairs. The million dollar view is reserved for the upstairs primary retreat, with it's own private terrace looking out to the gorgeous yard and water. The generously-sized primary bath has a large jetted tub, dual vanites, walk-in shower and spacious walk-in closet with plenty of room for your accoutrements. Also upstairs, you'll find a very large bonus room/game room with a wet bar and it's own bath! The focal point of this amazing home is the outdoor area. Step into the backyard oasis which includes a large covered porch with room enough for a seating area and an al fresco dining area. Just beyond this, you'll find a stunning pavered pool area and fire pit surrounded by adirondack chairs. There is plenty of yard beyond, with a winding path leading down to the boathouse and dock. The private canal is a short ride to Lake Brantley, a spectacular sought-after 287 acre private ski lake. Roof replaced in 2021. This home has it all! A waterfront retreat, A-rated schools & just minutes to a plethora of wonderful dining and shopping!

1336 Classic Drive, Longwood

4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code

Welcome to 215 Palmetto Concourse in the beautiful and amenity full Sweetwater Oaks community!! The home is in a fantastic location, just a few doors away from the lake park and the incredible Sweetwater Beach, how fun and relaxing??? This great 2868 square foot 4 bedroom, 2 bathroom split bedroom home has a great floor plan and has been redone very nicely, this home is ready to move in!! The long lasting roof was replaced in 2021, the two full size heating and air conditioning systems were installed in 2023!! The beautiful flooring is timeless and durable, new 5 inch baseboards, updated bathrooms, the popcorn ceilings have been removed, new interior paint, new pool pump and filter and more! The floorplan is split bedroom, the nice and bright bonus room is full air conditioned and ready for fun and excitement, the utility room is enormous and will serve you well as a pantry/craft space/butler's pantry/storage room! The home is also in close proximity to the local and highly rated and regarded Sabal Point Elementary School!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right down the street), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!

215 Palmetto Concourse, Longwood

3 Beds ⋅ 3 Baths ⋅ Lloyds Terrace SubDv. ⋅ 32779 Zip Code

Fully renovated on nearly half an acre with no HOA and private Lake Brantley access, 2261 Charlotte Drive offers 3 bedrooms, 3 full bathrooms, and 2,202 square feet of living space. Updates include new tile and vinyl plank flooring, a completely remodeled kitchen, three fully renovated bathrooms, and all-new lighting throughout. The kitchen features shaker cabinetry, stainless-steel appliances, quartz countertops, and a matching full-height quartz backsplash. Under-cabinet lighting provides additional task and accent lighting. The home has two separate living areas, including a front living room with double-height ceilings and a large wood-burning fireplace. LED accent lighting along the staircase and living-room ceiling adds a modern finish. All three bedrooms are located upstairs. The Florida room provides flexible additional space for an office, den, game room, playroom, or hobby room. A dedicated laundry closet provides convenience without taking away from the main living areas. The fully fenced backyard offers plenty of room for entertaining and includes mature trees, a garden area, and a large deck with a pergola. Water and electrical connections are already installed at the pergola for a future outdoor kitchen, bar, or entertaining setup. A gated entrance provides additional backyard access and storage space for boats, RVs, trailers, and other recreational equipment. The 24-by-24-foot garage includes a temperature-controlled storage room. There is a Tesla Charger installed in the garage. The water heater was replaced in 2024, while the roof, windows, and air-conditioning system were replaced in November 2017. The AC air handler is located indoors to protect it from the elements and help extend the system’s service life. Private access to the Lake Brantley neighborhood park is available for $39 annually and includes a playground and small-boat launch. The home is approximately five minutes from two grocery stores, Lake Brantley High School, and Forest Lake Elementary, with I-4 about 10 minutes away.

2261 Charlotte Drive, Longwood

5 Beds ⋅ 4 Baths ⋅ Shadowbay Unit 1 SubDv. ⋅ 32779 Zip Code

Welcome to Paradise: A Rare Lakefront Opportunity Location, Location, Location. This isn't just a home, it's a lifestyle. Waterfront living on beautiful Lake Brantley, one of Central Florida’s premier Private ski lakes. Nestled on the water with resort style living at every turn, this beautiful lakefront property offers 5 bedrooms plus a home office and 3.5 bathrooms. Designed for both everyday living and effortless entertaining. Step outside to your own backyard oasis, complete with a sparkling pool, relaxing spa, and a fully equipped summer kitchen, perfect for hosting or unwinding after a long day. Boating enthusiasts will love the boat lift and floating jet ski ramp, offering direct, hassle-free access to the water. And when the day winds down, nothing compares to sunset happy hour on your own patio, offering breathtaking sunsets you simply can't beat. Set in a highly sought after neighborhood known for friendly neighbors, top “A” rated schools, private beach, boat ramp and tennis court this home delivers the complete package. Only one mile to shopping and dining and two miles to I-4 make it a highly desirable location. Luxury, Lifestyle, and Location.

236 S Shadowbay Boulevard, Longwood

2 Beds ⋅ 1 Baths ⋅ Fairway Villas SubDv. ⋅ 32779 Zip Code

Enjoy The Springs lifestyle at a great value. The perfect blend of comfort, character, and convenience in this second-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring wood-beamed ceilings that bring warmth and architectural charm, blending rustic character with modern appeal. A versatile loft overlooks the main living area, providing the perfect space for a home office, additional storage, hobby room, or play area. Thoughtful updates include refreshed counters, solid-surface finishes, and the convenience of a primary suite located on the main floor. As an end unit, the home enjoys abundant natural light and a greater sense of privacy than many other units. Living in The Springs means enjoying 24-hour gated security along with access to an impressive collection of amenities, including a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. With all-inclusive maintenance fees covering water, exterior upkeep, 24/7 security, and recreational facilities, this property delivers outstanding value in one of Longwood’s most desirable communities. Opportunities like this in The Springs are rare—schedule your private showing today!

200 Fairway Drive Unit 200, Longwood

4 Beds ⋅ 4 Baths ⋅ Lake Brantley Isles Amd SubDv. ⋅ 32779 Zip Code

Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude with breathtaking sunsets reflected across one of the region's most sought-after lakes. Encompassing over 3,800 square feet of living space, the residence is designed to keep the lake at the center of daily life. From the moment of entry, sweeping water views immediately capture attention, drawing the eye through the great room and beyond to the shoreline. Vaulted ceilings and expansive windows fill the home with natural light while creating a constant connection to the outdoors. The open-concept floor plan brings family and guests together with effortless flow between the living spaces, dining area and a beautifully appointed kitchen featuring Sub-Zero refrigeration, Wolf gas cooking and generous gathering space. Two primary suites, additional guest bedrooms, three-and-a-half baths and a dedicated game room provide flexibility for everyday living and extended stays with family and friends. Outdoor living is where this property shines. A sprawling brick-paver terrace surrounds the pool, creating multiple spaces for entertaining, relaxing and enjoying panoramic lake views. Beyond, an expansive wooden deck stretches toward the water and private boathouse, inviting spontaneous afternoons on the lake and sunset cruises just moments from home. Designed for serious lake enthusiasts, the boathouse features a 15,000-pound lift capable of accommodating a 24-foot boat along with three dedicated Jet Ski lifts. With over 190 feet of direct Lake Brantley frontage and a side canal, the property offers a level of privacy and waterfront access rarely found. A private beach and summer kitchen centered around a handcrafted tiled pizza oven create the perfect setting for lakeside gatherings long after the sun goes down. Adding to the appeal is a level of freedom increasingly difficult to find. Private well and septic systems, no HOA, a metal roof, double-insulated windows and doors and a whole-house standby generator provide independence, efficiency and peace of mind. Despite its secluded atmosphere, the property remains just minutes from Orlando, major airports, world-renowned attractions and Florida's beaches. Combining acreage, privacy and one of Central Florida's premier lakefront settings, this is more than a home. It is a waterfront lifestyle built around recreation, connection and unforgettable days on the water.

2201 Cove Court, Longwood

3 Beds ⋅ 2 Baths ⋅ Lake Brantley Isles 2nd Add SubDv. ⋅ 32779 Zip Code

Beautiful opportunity in the highly desirable Longwood area, perfectly located just minutes from Lake Brantley! This charming 3-bedroom, 2-bath home backs up to a peaceful conservation area, offering added privacy with no rear neighbors. Perfect for first-time homebuyers, investors, or anyone seeking affordable living in a prime location. Featuring a 4-year-old roof, granite countertops, stainless steel appliances, included washer and dryer, and a cozy wood-burning fireplace, this home blends modern updates with everyday comfort. The optional HOA provides access to an incredible lifestyle package with private access to Lake Brantley, including a boat ramp, fishing, playground, and pavilion—perfect for enjoying Florida living year-round. Located in an AE flood zone, flood insurance is required; however, the current owners pay just $2,790 annually for homeowners insurance including flood coverage, making ownership more affordable than expected. Conveniently located near shopping, dining, major roadways, and top-rated Seminole County schools, this property offers outstanding potential as a primary residence, rental property, or long-term investment. Don’t miss this chance to own a private, well-maintained home with exceptional amenities and value in one of Longwood’s most desirable communities. Schedule your showing today!

2040 E Triangle Drive, Longwood

5 Beds ⋅ 6 Baths ⋅ Brantley Cove North SubDv. ⋅ 32779 Zip Code

CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate. The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Brand new Kohler Generator too! Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.

1351 N Classic Court, Longwood

2 Beds ⋅ 2 Baths ⋅ Wekiva Villas Condo SubDv. ⋅ 32779 Zip Code

True Florida Paradise ! Possible owner financing is just an added bonus True gated and guarded Community. Enjoy your ground level 2 bedroom, 2 bath home with many community features. new CARPETS, STOVE, flooring and lighting. Home has nice fireplace in Living room that overlooks the private courtyard. Master has New carpet new lighting and over look private courtyard! Community features of the beautiful Wekiva to include large community building, playgrounds, walking paths, tennis courts and horse barn, The Springs' is a guarded gated community that offers guarded security but also a ton of amenities for the residents to enjoy. From the beach and clubhouse to tennis courts, basketball courts, and even a horse barn, there's something for everyone. Also, the proximity to over 100 acres of preserved land and access to natural wonders like the Palm and Sanlando Springs and the Little Wekiva River makes it an ideal location for nature lovers seeking tranquility and outdoor adventures. And with its convenient access to I-4, commuting to downtown Orlando, international airports, beaches, and amusement parks is a breeze. Right off S.R. 434 and I-4 in Longwood you’re close to diverse restaurants, groceries, Sunrail, and more. The Springs features a natural wonderland as the entire area is dedicated as a wildlife sanctuary.

123 Tomoka Trail Unit 123, Longwood

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