Longwood Homes with Private Entrance Exterior Features

Longwood Homes with Private Entrance Exterior Features

Welcome to Longwood, Florida – a hidden gem nestled in the heart of Seminole County! This charming city is known for its beautiful landscapes, rich history, and vibrant community spirit. With its picturesque parks, top-rated schools, and convenient access to major highways, Longwood offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place to call home.

One of the standout features of homes in Longwood is the availability of properties with private entrance exterior features. Imagine coming home to your own secluded oasis, where you can unwind in peace after a long day. These homes not only provide a sense of privacy but also enhance your lifestyle with their elegant designs and thoughtful layouts. Whether you're hosting a gathering with friends or enjoying a quiet evening, a private entrance adds an extra touch of sophistication and comfort to your living space.

Longwood boasts a variety of architectural styles, from charming single-family homes to modern townhouses, all designed to cater to diverse tastes and preferences. The lush greenery and well-maintained neighborhoods create a welcoming atmosphere, perfect for families and individuals alike.

As you explore Longwood, you'll find an array of local shops, restaurants, and recreational activities that enrich the community experience. With its friendly residents and a strong sense of belonging, Longwood is more than just a place to live; it's a place to thrive. Come discover the allure of Longwood and find your dream home with a private entrance today!

Newest Longwood Homes with Private Entrance Exterior Features

$750,000
1 Beds ⋅ 1 Baths ⋅ Longwood Hills SubDv. ⋅ 32750 Zip Code
Welcome to 250 Longwood Hills Road in Longwood! Situated on a spacious property with an expansive yard and mature trees, this unique home offers plenty of room to enjoy the outdoors and make the property your own. A long driveway provides generous space for parking, while the large open grounds offer flexibility for outdoor activities, recreation, gardening, or future possibilities. Inside, the home features an open living area with wood-look flooring, recessed lighting, and abundant natural light. The kitchen is efficiently designed with cabinetry, countertop workspace, a range, refrigerator, and views of the surrounding property. The bathroom features a walk-in shower with tiled walls, a built-in niche, and decorative shower flooring. Outside is where this property truly stands apart. The expansive grounds feature beautiful mature trees, wide-open green space, additional structures, and plenty of room to spread out. Conveniently located in Longwood with access to nearby shopping, dining, major roadways, and everything Central Florida has to offer. A property with this much usable outdoor space presents a unique opportunity for buyers looking for privacy, flexibility, and room to create their own vision.

250 Longwood Hills Road, Longwood
$795,000
5 Beds ⋅ 3 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code
Welcome to this luxurious Sweetwater Oaks 5 bedroom, 3 bath pool home in the desirable Wekiva area of Longwood. This spacious home offers a wonderful blend of comfort and functionality. The family room features a cozy fireplace and overlooks the pool. A formal living room and dining room provide elegance for entertaining while the kitchen and breakfast area provide casual dining options for everyday living. The kitchen is well-appointed with double KitchenAid ovens, stainless steel appliances and exotic granite countertops. A relaxing morning room flows off the kitchen/breakfast area with French doors opening to the pool. With five generously sized bedrooms and three full bathrooms, two of which are Master Suites, there is plenty of room for family, guests and a home office. The primary Master Suite presents a beautiful view of the pool and features a jetted spa tub for a private retreat-like atmosphere. Plush carpet adds comfort to all the bedrooms. Step outside to enjoy your private pool with diving board and create the ideal Florida lifestyle. This lovely well maintained custom built home by Gallimore Builders of Winter Park has lots of extras like light controls at the bed for convenience. A new roof will be on by the end of August. Live where daily life feels like a vacation. Enjoy instant access to the emerald pools of Wekiva Springs State Park for swimming and snorkeling. Just minutes away from the river beach,volleyball, live music and food at Wekiva Island. Easy access to 1-4 and 429 to take you to all the theme parks, shopping and restaurants. Welcome home! Claim your paradise, it is the upscale, nature steeped lifestyle you've been dreaming of!

107 Elderberry Lane, Longwood
$358,000
3 Beds ⋅ 2 Baths ⋅ Governors Point Ph 1 SubDv. ⋅ 32779 Zip Code
Location, Location, Location! Discover this stunning 3-bedroom, 2-bath, single-story townhome featuring a desirable 3-way split floor plan, an oversized end-unit homesite, truly serene conservation views, and a location just steps from the community pool and tennis courts! Nestled within highly sought-after Governors Point East in Longwood’s coveted Wekiva golf community, this exceptional home offers 1,484 square feet of comfortable living space. Step inside to a lovely, updated kitchen accented by a stunning stained-glass room divider, while soaring vaulted and cathedral ceilings enhance the spacious feel of the great room and primary suite. The inviting great room features a gracious wood burning fireplace, beautiful real wood shutters on all the windows and French doors, and wonderful views of the natural surroundings. The handsome primary suite is a true retreat with a large walk-in closet, French doors opening to the screened porch, and a beautifully updated en-suite bath complete with a large double-vanity area and stunning step-in shower with built-in bench. Two additional generously sized bedrooms and a second full bath are conveniently located on the opposite side of the home, along with exceptional storage that includes an oversized hall closet, linen and broom closet, plus additional closets throughout. At the end of a long day, step through the French doors from either the primary suite or great room and unwind on the screened-in back porch overlooking the beautifully tranquil conservation area—an ideal setting for morning coffee, quiet evenings, or simply enjoying the peaceful natural surroundings. Recent Updates Include: HOA PAINTING FULL EXTERIOR OF HOME AND PORCH INTERIOR VERY SOON! Roof (04/27/21); Ruud/Rheem A/C (03/2024); A.O. Smith water heater (08/2026); Whirlpool washer (approx. 6 months); and GE dryer (approx. 1 year). Enjoy the ease of low maintenance living with an HOA that covers exterior maintenance, lawn and grounds care, irrigation including water, termite bond, Spectrum TV and internet package, plus access to a community pool, tennis and pickleball courts, playgrounds, parks and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park, where you can swim, canoe, kayak, explore scenic walking trails and enjoy the natural beauty for which this area is known. With its oversized end-unit setting, peaceful conservation views, spacious split-bedroom design, numerous updates and outstanding community amenities, this is an exceptional opportunity to create your dream home in one of Central Florida’s most beloved communities. SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF!

437 Stanton Place, Longwood
$795,000
5 Beds ⋅ 4 Baths ⋅ West Wildmere SubDv. ⋅ 32750 Zip Code
Welcome to 351 E Wildmere Ave, a brand-new construction home in one of Longwood, Florida's established legacy neighborhoods where new builds are still the exception, not the rule. This is a rare chance to get in early as this pocket of Longwood redevelops, without sacrificing the mature trees, larger lots, and settled character that new subdivisions can't offer. You also have the benefit of no HOA, saving you hundreds. Everything about this home is new — the roof, systems, finishes, and fixtures giving buyers the peace of mind of a builder-fresh home with none of the deferred maintenance of an older property. Inside, the home offers just under 3,000 square feet of living space across 5 bedrooms and 4 full bathrooms, filled throughout with an abundance of natural light that gives every room an open, airy feel. Highlights include a bonus loft ideal for a second living area, playroom, or media space, and a large walk-in pantry built for real-life kitchen storage. The primary suite is designed to feel like a private spa retreat. It features a modern, open-concept bathroom layout with a freestanding soaking tub and walk-in shower positioned together for a serene, resort-style feel, along with an oversized walk-in closet with room to spare. It's the kind of end-of-day escape that's hard to find in this price range. One of the home's biggest differentiators is the attached in-law suite with its own private entrance, a flexible space suited to multigenerational households, adult children, long-term guests, a private home office, or even rental income potential, all without sacrificing privacy for either party. Outside, the home sits on an oversized lot with ample green space and room for a pool, a garden, play space, or simply more breathing room between neighbors, which is increasingly hard to find in new construction. Zoned for Lyman High School, a well-regarded school in the area, this location is a strong fit for families prioritizing both a brand-new home and school quality. Priced below $800,000, this home offers new-construction quality at a price point that's competitive with resale homes in the area, in a neighborhood that's just beginning its redevelopment story.

351 E Wildmere Avenue, Longwood
$859,000
4 Beds ⋅ 3 Baths ⋅ 32779 Zip Code
1150 Markham Woods description Welcome to 1150 Markham Woods Road, offering 4 bedrooms, 2.5 baths and 3,145 square feet on a beautiful 1.53-acre homesite in the desirable Markham Woods area—with NO HOA. The classic brick exterior, metal roof and expansive covered front entrance create a welcoming first impression. Inside, the kitchen and flooring have been updated within approximately the last three years. White cabinetry, granite countertops and a breakfast bar complement the open kitchen and living area, creating an easy flow for everyday living and entertaining. The charming Florida room, with exposed brick and distinctive windows overlooking the greenery, adds character and another inviting space to relax. Outdoors, enjoy an expansive yard and exceptional privacy with no rear neighbors and no neighbors along one side. A spacious primary suite plus three additional bedrooms provide plenty of flexibility for family, guests or a home office. All this in a sought-after location with top-rated schools, minutes from state parks and Wekiva Island, and convenient to local restaurants and freeway access. Space, privacy and character—all in the heart of Markham Woods.

1150 Markham Woods Road, Longwood
$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
$2,675,000
5 Beds ⋅ 7 Baths ⋅ Sweetwater Club Unit 6 SubDv. ⋅ 32779 Zip Code
An Extraordinary Private Estate Where Luxury, Privacy & Resort-Style Living Come Together. Set on 1.6 beautifully landscaped acres within the desired Sweetwater Club, this exceptional estate offers a rare combination of privacy, sophistication, space, and resort-style living. Located within an exclusive 24-hour guard-gated community, the property is fully fenced and features its own private gated entrance, creating a secluded sanctuary surrounded by mature landscaping. Spanning approximately 6,470 square feet, the residence offers five bedrooms, a spacious bonus room, five full bathrooms, and two half baths. A thoughtfully designed split floor plan places nearly the entire home on one level, while soaring ceilings and light-filled living spaces create an atmosphere that feels both impressive and inviting. At the heart of the home, the chef-inspired kitchen is appointed with Viking appliances, dual gas ovens, and a gas cooktop, providing an exceptional setting for everyday meals and large-scale entertaining. Designed with entertaining in mind, the home also features an oversized billiard and game room with soaring ceilings, a full bar, and surround sound. Whether hosting cocktail evenings, gathering for game night, watching the big game, or spending time with family and friends, this space is made for memorable moments. Privately situated upstairs is a self-contained apartment featuring its own kitchenette, family room, bedroom, oversized walk-in closet, and remodeled full bathroom. Ideal for extended family, overnight guests, multigenerational living, or a private retreat, this versatile space adds tremendous flexibility to the estate. The outdoor living experience is equally impressive. An expansive screened lanai creates a seamless extension of the home and features a fully equipped outdoor kitchen overlooking the remodeled pool. Surrounded by lush landscaping and the privacy of the estate grounds, this resort-inspired setting is ideal for unforgettable gatherings, relaxed evenings, and year-round Florida entertaining. The home has also undergone numerous recent upgrades, offering the comfort and confidence of a beautifully updated estate. Improvements include two new AC units, whole-house replumbing, new flooring throughout, fresh interior and exterior paint, remodeled bathrooms, an updated kitchen, a remodeled pool, and a newer tile roof that remains under warranty, along with many additional updates throughout. An oversized three-car garage provides abundant room for vehicles, storage, and recreational equipment. The Sweetwater Club lifestyle extends well beyond the estate. Residents enjoy access to beautiful Lake Brantley, along with community amenities including tennis, pickleball, and basketball courts. Golf membership opportunities are also available, adding another dimension to the recreational lifestyle this sought-after community provides. For those who appreciate the outdoors, the community is located directly across from renowned Wekiwa Springs State Park, where crystal-clear springs, kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings are just moments away.

950 Sweetwater Club Boulevard, 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 (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
$2,000,000
4 Beds ⋅ 4 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code
Back on the market — buyers never funded their deposit. A rare second chance at a Gene Leedy original. For the first time in 28 years, the most coveted mid-century home in Orlando is available. Your private compound. A piece of art you live inside. The Strasberg Residence, designed by award-winning architect Gene Leedy. He built only three private homes in the Orlando area, and this is his Masterpiece. Beyond the 8-foot concrete stucco wall wrapped in ivy, the world disappears from view, and yours begins. Trees, gardens, and a pool the color of dark glass lie behind your private wall. At its center, a breathtaking atrium and courtyard: a reflecting pool with twin fountains and a tree rising from the water, framed by glass on every side. Inside, Leedy's design language of clean lines and subtle, important details is everywhere. Eleven-foot doors, warm wood trim throughout, and expansive glass in every room harmonize nature with the interior, bringing together privacy, gardens, and water features. The social center of the home is the soaring great room with fireplace and wet bar. Formal dining. All wired for sound. Two separate entrances serve the east and west wings, each with its own foyer. The primary suite occupies an entire wing: a bedroom sitting room with its own bar, a dressing room, an enormous custom-built closet, a dual-sink countertop with a separate vanity, a separate WC with bidet, a tub that overlooks the pool, a steam shower that feels like a spa, and its own private walled patio and another patio that leads to the pool. Nearly every room opens to its own patio and garden. And then the rarest amenity of all: a fully detached in-law suite with its own private entrance through the second decorative iron door, a full en-suite bath, and two patios of its own, one overlooking the backyard and one fully private behind its own 8-foot wall, just like the primary. A complete home within the home, for extended family, guests, or total independence. 4 bedrooms, 4 baths, 3,885 SF. The grounds are one with the architecture: a dark-water pool with jacuzzi among specimen trees and sculptures, an outdoor kitchen, and a richly planted .67-acre lot of total walled seclusion. All in The Springs, a guarded, gated sanctuary of natural springs, stables, and trails, minutes from Greater Orlando. This is the home everyone wants, held closely for a generation. Now, rarely, it's yours to claim.

111 Sand Pine Lane, Longwood
$378,900
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
$3,399,000
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
$1,695,000
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
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