Longwood Homes with Private Entrance Exterior Features

Longwood Homes with Private Entrance Exterior Features

Welcome to Longwood, Florida—a charming city nestled in the heart of Seminole County that perfectly blends suburban tranquility with vibrant community life. With its picturesque tree-lined streets, beautiful parks, and a strong sense of community, Longwood offers an inviting atmosphere for families, young professionals, and retirees alike.

Longwood boasts a rich history dating back to the 19th century, and today, it is known for its excellent schools, diverse recreational opportunities, and a variety of dining and shopping options. Residents enjoy the convenience of nearby attractions, including the scenic Wekiva Springs State Park and the bustling downtown Orlando, all while savoring the peaceful ambiance that Longwood provides.

For those seeking a home that prioritizes privacy and personal space, Longwood features an array of stunning properties with private entrance exterior features. These homes are designed to offer a sense of seclusion, allowing you to unwind in your own sanctuary. Imagine coming home to a beautifully landscaped yard, where you can enjoy outdoor gatherings or quiet evenings under the stars.

With a variety of architectural styles, these homes cater to different tastes, whether you prefer a modern design or a more traditional aesthetic. The private entrances not only enhance the appeal of these properties but also provide added security and convenience.

Come discover the charm of Longwood, where your dream home awaits, complete with the privacy and comfort you desire. Experience a community that feels like home, and let Longwood welcome you with open arms!

Newest Longwood Homes with Private Entrance Exterior Features

$549,900
6 Beds ⋅ 4 Baths ⋅ Hensons Acres SubDv. ⋅ 32750 Zip Code
Your chance to own a 2.25 acre property well under market value. The house needs TLC but bones are in great shape. The main house features 5 bedrooms and 3 bathrooms, and the in-law suite is 1 bedroom 1 bathroom. A large pool awaits it's new owner to bring it back to its former glory. The home features a brand new water filtration system. Bring your toys, your cars, your plants, your animals, and your creative eye and make this property yours. Cash-only offers unless your lender will finance a home that needs some TLC. Buyer to verify square footage and leasing restrictions.

230 Bay Meadow Road, Longwood
$419,900
3 Beds ⋅ 2 Baths ⋅ West Brantley Lake Road Heights SubDv. ⋅ 32779 Zip Code
Now more than ever, owning a home offers true peace of mind. Step into this mid-century modern masterpiece, extensively revitalized and expanded into a bright, airy, boutique-style retreat. Take advantage of an incredible financial opportunity with a VERY LOW assumable mortgage, offering massive monthly savings! Rare opportunity to assume the seller's low INTEREST mortgage (subject to lender approval and qualification) Perched on an elevated, nearly half-acre corner lot, this 3-bedroom, 2-bathroom residence seamlessly combines private, peaceful living with top-rated Seminole County schools right at your doorstep. From the moment you enter, you are greeted by light-filled spaces and a cozy feature fireplace that unites the open-concept kitchen, dining, and living areas. The primary suite is an exceptional retreat in itself, featuring a expansive layout, a private exterior entrance, and a versatile flex space ideal for an executive home office, lounge, or in-law suite. Major updates bring long term confidence, including a custom kitchen, solid concrete block construction, a newer roof (2017), new windows (2021), and updated electrical, all with NO HOA. Outside, the massive, fully fenced backyard offers endless possibilities with ample space for a pool, workshop, or garden. Move-in ready, effortlessly stylish, and built for modern living!

428 Ruth St, Longwood
$535,000
3 Beds ⋅ 2 Baths ⋅ Woodlands SubDv. ⋅ 32750 Zip Code
Welcome to this well-maintained 3-bedroom, 2-bath home featuring a desirable split-bedroom floor plan and a versatile layout with both formal living and comfortable gathering spaces. The kitchen and living areas flow seamlessly toward the screened lanai, creating an ideal setting for entertaining or relaxing by the sparkling saltwater pool. The fenced yard provides added privacy and outdoor enjoyment. Notable updates and features include a 2023 roof, newer windows, and a 2021 HVAC system with new ductwork. The home is equipped with leased solar panels and two Tesla backup batteries for added energy efficiency and peace of mind. Additional highlights include natural gas heating, a whole-home water purifier and softener, custom closets, and no irrigation system. Enjoy the Florida lifestyle with a private screened outdoor retreat and inviting in-ground saltwater pool.

127 Rose Briar Drive, Longwood
$384,900
3 Beds ⋅ 2 Baths ⋅ Meredith Manor Golf View Estates Sec SubDv. ⋅ 32779 Zip Code
Virtually Staged. Completely renovated and move-in ready! This beautifully updated 3-bedroom, 2-bathroom home offers modern style, quality craftsmanship, and a functional open layout perfect for everyday living and entertaining. The stunning new kitchen features quartz countertops, new shaker cabinets, stainless steel appliances, and a spacious island overlooking the living and dining areas. Both bathrooms have been completely remodeled with contemporary finishes. Luxury vinyl plank flooring flows throughout the home, complemented by fresh interior and exterior paint, new lighting, modern fixtures, and updated baseboards. Enjoy the large fenced backyard with plenty of space for outdoor entertaining, pets, or future additions. Conveniently located near top-rated schools, shopping, dining, major highways, and parks. A truly turnkey property offering exceptional value in the heart of Longwood. Schedule your private showing today!

115 Meadowfield Lane, Longwood
$3,600,000
6 Beds ⋅ 9 Baths ⋅ Sweetwater Club Estates SubDv. ⋅ 32779 Zip Code
Nestled behind wrought-iron privacy gates on 2.89 acres in Sweetwater Club Estates, this magnificent 10,623-square-foot residence offers an unparalleled blend of timeless architecture, grand-scale entertaining, and resort-inspired living. A sweeping circular driveway leads to a breathtaking arrival framed by soaring cathedral ceilings, dramatic sandstone feature walls, and handcrafted wood details throughout. Designed for both elegant entertaining and multi-generational living, this six-bedroom estate offers seven full bathrooms and two half bathrooms with exceptional privacy for family and guests alike. The home's spectacular great room is nothing short of impressive, showcasing two-story wood-clad ceilings, a magnificent stone fireplace, a full entertaining bar, and dramatic sandstone accents that create an unforgettable gathering space. From intimate evenings to grand celebrations, this home was designed to host life's most memorable moments. Movie nights become an experience in the dedicated theater room, while the richly appointed wood-clad parlor offers the perfect setting for a game room, bourbon lounge, or sophisticated retreat complete with its own stone fireplace. Executives and entrepreneurs will appreciate the expansive private office featuring custom wood finishes, a cedar-lined walk-in closet, and its own full bath—ideal as an executive suite, private study, or additional guest accommodations. Five luxurious bedroom suites are conveniently located downstairs, each offering cedar-lined walk-in closets and private en-suite baths. The secondary primary suite on the main level is thoughtfully positioned, providing exceptional flexibility for multi-generational living or long-term guests. Ascending the grand wooden staircase—worthy of a Scarlett O'Hara entrance—you'll discover the home's most exclusive retreat. Occupying the entire second floor, the primary owner's sanctuary features a stunning stone fireplace, spacious sitting room currently utilized as an additional bedroom, a private office, and an extraordinary sense of privacy seldom found in luxury homes. Step outside to your private resort where sandstone patios surround the sparkling pool, spa, and cascading waterfall. The gazebo provides the perfect backdrop for outdoor entertaining, while the expansive grounds offer ample space to build your own basketball court, tennis court, putting green, or other recreational amenities. Car enthusiasts will appreciate the detached six-car garage and generous parking, while boat owners will love the private neighborhood access to Lake Brantley, with available boat parking at the clubhouse. Recent improvements include a newer roof and six recently replaced air conditioning systems, offering peace of mind for years to come. Residents of Sweetwater Club Estates enjoy exclusive access to Sweetwater Beach and Lake Brantley's private boat ramp, picnic facilities, basketball and tennis courts, creating an exceptional Florida lifestyle just minutes from home. Conveniently located only minutes from Wekiva Springs State Park and major thoroughfares including I-4, SR 434, and SR 436, this remarkable estate offers both privacy and accessibility in one of Central Florida's most sought-after luxury communities. This is more than a home—it is a legacy estate designed to be enjoyed for generations.

1041 Sweetwater Club Boulevard, Longwood
$1,350,000
5 Beds ⋅ 6 Baths ⋅ Sweetwater Cove SubDv. ⋅ 32779 Zip Code
Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.

306 N Sweetwater Cove Boulevard, Longwood
$550,000
3 Beds ⋅ 2 Baths ⋅ Spring Hammock SubDv. ⋅ 32750 Zip Code
Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole County Discover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find. Turnkey Income Generation This is more than a home — it's a smart investment. The property generates $3,200 monthly in rental income from a fully tenanted duplex featuring a 2-bedroom unit and a 1-bedroom unit, both with a newly renovated kitchen and modern appliances. With financials already in place, buyers need only a down payment — the rental income takes care of the rest. (Detailed financial analytics available upon request.) Endless Possibilities Zoned with flexibility in mind, this property is a rare blank canvas: Homestead your dream lifestyle with room to grow Launch a boutique farm — farm animals are welcome Develop commercially — strong rezoning potential for industrial or office use Open a Farm to Table Gourmet Restaurant Location That Has It All Nestled alongside the iconic Big Tree Park, you'll enjoy the tranquility of nature while remaining moments from city conveniences. Just minutes to Ronald Reagan Boulevard and Lake Mary Boulevard, with quick access to: Longwood SunRail Station — 4 min Lake Mary SunRail Station — 7 min Altamonte Springs — 10 min Orlando Sanford International Airport — 16 min Orlando International Airport — 39 min Lake Mary and Altamonte Springs Shopping Malls — 7-10 minutes away A Lifestyle, Not Just a Listing Owners are relocating, creating a rare window of opportunity for the right buyer. Whether you're an investor, entrepreneur, homesteader, or developer — opportunities of this caliber rarely come to market. How to Submit Your Interest With strong interest anticipated, buyers are encouraged to submit their highest and best interest using an escalation addendum. All interests will be reviewed no later than May 30th, 2026. Serene country living. Strong rental income. Commercial upside. All just minutes from the heart of the city.

1735 Timocuan Way, Longwood
$299,000
3 Beds ⋅ 2 Baths ⋅ Lake Wayman Heights Lake Add SubDv. ⋅ 32750 Zip Code
Roof only one year old, Freshly Painted,All Tiled Floors,Electrical Updated,New Microwave,Some windows updated,Huge Back Yard,Great Location,Great Value

749 Seminole Avenue, Longwood
$4,800,000
7 Beds ⋅ 10 Baths ⋅ Alaqua Lakes SubDv. ⋅ 32779 Zip Code
Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property includes a 3114 sq ft separate guest house complete with a kitchen and living space on the main level and a bedroom, bonus room/game room & massage room upstairs making it perfect for multigenerational families or hosting visitors. The main residence boasts elegant living featuring soaring ceilings, refined architectural details and thoughtfully designed living spaces. The first floor highlights an unrivaled owner’s retreat privately situated and complete with a marble-surround gas fireplace, sitting area, spa-like bathroom and expansive walk-in closets. A secondary en suite bedroom, formal living and dining spaces and an elevated office complete the main level of this home. The updated gourmet kitchen is a true showpiece featuring stainless steel appliances, custom cabinetry, a stunning marble island and a large walk-in pantry all opening seamlessly to the family room. Unique features such as a saltwater aquarium and a private side porch with remote-operated screens overlooking the koi pond and putting green add to the home’s distinctive charm. Upstairs you’ll find 4 bedrooms and two expansive entertaining areas. The game room and bar make entertaining effortless as this entire level feels like its own private lounge with a beautiful bar and custom cabinetry through out. The adjacent second entertaining area is a fully loaded home theater complete with a bar to take movie nights to a new level designed for an immersive experience right at home. The outdoor living experience is nothing short of spectacular! Designed as a private resort, the grounds feature an extensive covered lanai, a summer kitchen, an outdoor cabana bar, adjacent pool bath & outdoor shower and a tropical heated pool and spa with a grotto with built-in bench seating and fountains all overlooking the sweeping golf course views. Enjoy tranquil moments by the koi pond, practice on the private putting green or entertain effortlessly in this one-of-a-kind setting. A basketball/sport court and whole home generator adds to the estate’s exceptional lifestyle offerings. A 6-car garage, 4 in the main residence and 2 in the guest house plus an add'l golf cart bay, and fully fenced property completes this remarkable property. With its prime golf course setting, extensive upgrades and unparalleled amenities, this estate represents the pinnacle of luxury living in one of Central Florida’s most sought after communities. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.

3545 Legacy Hills Court, Longwood
$240,000
2 Beds ⋅ 2 Baths ⋅ Wildmere SubDv. ⋅ 32750 Zip Code
Freshly updated and ready for its next owner! This charming 2-bedroom, 2-bathroom half duplex in Longwood offers an excellent opportunity for a first-time buyer, owner-occupant, or investor. Now vacant and easy to show, the home has been refreshed with new interior paint and brand-new carpet, creating a clean, welcoming space that is ready for immediate occupancy. The functional layout includes comfortable living areas, two full bathrooms, a private 1-car garage, and a private backyard with room to relax, entertain, or create your own outdoor retreat. Best of all, there is no HOA, which means no monthly association dues and more freedom to enjoy your property without another committee finding creative ways to spend your money. Located in desirable Seminole County, this home is convenient to shopping, dining, schools, and everyday essentials, with easy access to SR 417 and I-4 for commuting throughout Central Florida. Whether you are searching for an affordable place to call home or a smart addition to your investment portfolio, this Longwood property offers value, flexibility, and a convenient location. Schedule your showing and submit your offer today!

608 E Warren Avenue, Longwood
$2,800,000
5 Beds ⋅ 8 Baths ⋅ Sweetwater Club Unit 1b SubDv. ⋅ 32779 Zip Code
Craftsmanship over cookie-cutter. Quality over cutting corners. Character over conventional. For those who appreciate the extraordinary, this is a residence unlike any other. Nearly impossible to recreate, discover this private English Manor-inspired estate with timeless Tudor Revival architecture tucked behind stately iron gates and approached by a winding brick paver drive beneath a canopy of majestic oak trees. Nestled in the highly sought-after 24-hour guard-gated Sweetwater Club, this incredible 5.13-acre estate offers an unparalleled blend of timeless European elegance and exceptional privacy. Encompassing more than 7,600 square feet, this remarkable residence was thoughtfully designed to transcend passing trends, showcasing enduring architecture and impeccable craftsmanship at every turn. Inspired by the grandeur of classic European manor homes, the residence is defined by rich stone and brick exteriors, hand-crafted columns, graceful archways, exposed wood beams, and exquisite custom millwork. Every element reflects a level of artistry and permanence seldom found in today's luxury homes. The dramatic two-story great room serves as the heart of the home, where soaring ceilings, rich architectural detailing, elegant fireplaces, and a sweeping staircase create an unforgettable first impression. Walls of windows bathe the interiors in natural light, enhancing the home's sophisticated yet welcoming atmosphere. Designed with both entertaining and everyday living in mind, the gourmet chef's kitchen features expansive granite countertops, custom cabinetry, oversized islands, premium appliances, and effortless connectivity to both formal and casual dining areas. A fully equipped secondary kitchen provides outstanding flexibility for large-scale entertaining, private staff, catering, or multigenerational living. The residence offers five spacious bedrooms and seven-and-a-half beautifully appointed bathrooms, each thoughtfully designed to provide comfort and privacy. The luxurious primary suite serves as a true retreat, complete with vaulted ceilings, a private loft sitting area, a spa-inspired bath with soaking tub, oversized walk-in shower, and elegant finishes that create a tranquil escape from everyday life. Outside, the estate unfolds into a private resort-like setting. A screened courtyard pool serves as the centerpiece of the outdoor living spaces, seamlessly blending indoor and outdoor entertaining throughout the year. Meandering pathways lead to a private tennis court, a peaceful pond highlighted by a captivating fire feature, and an enchanting garden gazebo surrounded by statuary and lush landscaping—evoking the romance and serenity of a European countryside estate. An expansive motor court and 7-CAR GARAGE provide exceptional accommodations for automobile enthusiasts, collectors, or those seeking abundant space for hobbies and storage. Perfectly positioned just minutes from Central Florida's premier shopping, dining, golf, and business centers, yet offering complete seclusion and tranquility, this extraordinary estate presents a truly rare opportunity. More than a home, it is a private sanctuary. More than an estate, it is a legacy property defined by timeless architecture, exceptional craftsmanship, and unmatched character. This property may be under audio/visual surveillance.

810 Sweetwater Club Boulevard, Longwood
$6,950,000
9 Beds ⋅ 13 Baths ⋅ Sweetwater Club Un 1-A SubDv. ⋅ 32779 Zip Code
One or more photo(s) has been virtually staged. REINTRODUCING The Fortress, Appraisal available for review by qualified buyers. Set on nearly 12 acres, a one-of-a-kind architectural masterpiece created for those who understand that true luxury is not merely styled, but built to endure, remain irreplaceable, and stand the test of time. Designed and constructed over seven years by the world-renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing House, this nearly 20,000-private compound, has hosted presidents, global dignitaries, private concerts, and philanthropic gatherings of the highest caliber. Approached by a quarter-mile, tree-lined driveway, the fully walled estate is centered around a 5-acre private lake, spring-fed by the Wekiva Springs State Park area, and surrounded by museum-quality grounds featuring imported European fountains, life-size bronze sculptures, curated statuary throughout the gardens, and ornamental ponds suitable for koi fish. The main residence spans approximately 14,623 sf and offers 7 bedrooms, each with its own full bathroom, along with an elegant powder room near the main entrance, formal living and dining rooms, a breakfast room, a main kitchen, and a separate staff kitchen. Constructed of solid poured concrete, the residence reflects permanence, privacy, and security with bulletproof glass, hand-plastered walls, soaring 25-foot ceilings, graceful arches, and signature fluted architectural textures expressed through curved, nonlinear walls. A massive custom bronze door opens to interiors finished with polished marble and terrazzo flooring, including brand-new floors in the main living room and kitchen. The kitchen showcases panoramic lake views, an oversized island, an oversized pantry, a private service entrance, and a fully equipped staff kitchen with its own dining area. Four bedrooms are located upstairs, offering some of the estate’s most impressive lake views, while three bedrooms are located downstairs. A monumental round atrium crowns the sculptural marble staircase, a remarkable architectural feature that took two full years to complete. Additional highlights include a dramatic two-story library that converts into a home theater, a glass conservatory with a Murano chandelier designed for a grand piano, an elevator near the foyer, two authentic wood-burning fireplaces, custom Sherle Wagner bathrooms, hidden closets throughout, and a bar near the piano room. The West Wing principal suite features a private Italian-inspired alfresco patio and an adjacent private gym with a full bathroom, sauna, and walk-in closet, creating a self-contained wellness retreat. The East Wing suite also enjoys its own Italian-inspired patio, adding symmetry, privacy, and elegance to the estate’s layout. The property is further enhanced by an approximately 2,500sf guest and pool house with 2 bedrooms and 3 full bathrooms, staff quarters of approximately 1,000 sf, and a 2,300-sf, 8-car garage with a full bathroom, laundry, and storage. Resort-style amenities include a pool and spa, a professional court lined for tennis and pickleball, a hot tub, sandy beach access, and multiple alfresco entertaining areas designed for unforgettable gatherings. With countless custom and invaluable features, this is a true legacy estate, built to stand for the next century and beyond. Conveniently located near top-rated schools, just approximately 2 miles from Wekiva Springs State Park, Private appointments available.

812 Sweetwater Club Boulevard, Longwood
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