Longwood Homes with Private Entrance Exterior Features

2 Beds ⋅ 2 Baths ⋅ Evergreen Place SubDv. ⋅ 32750 Zip Code

Virtually Staged. Welcome to this charming 2-bedroom, 2-bathroom half-duplex in the heart of Longwood! Offering approximately 990 square feet of living space, this home features an upgraded kitchen with modern finishes and ample cabinet storage, creating a functional and inviting space for everyday living and entertaining. The home offers a spacious living and dining area, two comfortable bedrooms, and two full bathrooms with convenient shower/tub combinations. Step outside to enjoy a fully fenced backyard, perfect for outdoor enjoyment, along with a covered one-car carport. With NO HOA, this property provides flexibility for homeowners and investors alike. Conveniently located near SR 434, I-4, shopping, dining, schools, and major roadways, with easy access to Downtown Orlando and surrounding Central Florida communities. Whether you're looking for a primary residence or an investment opportunity, this Longwood property offers convenience, functionality, and an excellent location.

330 E Evergreen Avenue, Longwood

$230,000

2 Beds ⋅ 2 Baths ⋅ Evergreen Place SubDv. ⋅ 32750 Zip Code

Virtually Staged. Welcome to this charming 2-bedroom, 2-bathroom half-duplex in the heart of Longwood! Offering approximately 990 square feet of living space, this home features an upgraded kitchen with modern finishes and ample cabinet storage, creating a functional and inviting space for everyday living and entertaining. The home offers a spacious living and dining area, two comfortable bedrooms, and two full bathrooms with convenient shower/tub combinations. Step outside to enjoy a fully fenced backyard, perfect for outdoor enjoyment, along with a covered one-car carport. With NO HOA, this property provides flexibility for homeowners and investors alike. Conveniently located near SR 434, I-4, shopping, dining, schools, and major roadways, with easy access to Downtown Orlando and surrounding Central Florida communities. Whether you're looking for a primary residence or an investment opportunity, this Longwood property offers convenience, functionality, and an excellent location.

328 E Evergreen Avenue, Longwood

$360,000

3 Beds ⋅ 3 Baths ⋅ Lot 115 Governors Point Ph 2 Pb 27 Pgs 24 To 26 SubDv. ⋅ 32779 Zip Code

Beautifully updated, wonderfully inviting, and tucked within the coveted Governors Point community of Longwood, this 3-bedroom, 2.5 bath home is one you’ll want to see! Step inside to a warm and stylish first floor featuring beautiful tile and wood-look laminate flooring and a spacious great room where the living and dining areas come together for easy everyday living and entertaining. At the heart of the home is the beautifully upgraded kitchen, complete with granite countertops, stainless steel appliances, abundant cabinetry, a breakfast bar open to the great room, and an eat-in area with easy access to the front courtyard. Whether you’re enjoying a quiet morning coffee, hosting friends for dinner, or simply unwinding at the end of the day, this home offers spaces that are comfortable and easy to enjoy. Conveniently located on the first floor, the spacious primary suite is a wonderful retreat with a walk-in closet and beautifully renovated en-suite bath featuring granite countertops and a spacious step in shower. Upstairs, two generously sized secondary bedrooms and an updated full bathroom offer plenty of room for guests, a home office, hobbies, or whatever suits your lifestyle. Outside, the lovely, screened porch extends your living space and creates an inviting setting for dining alfresco, entertaining friends, or enjoying a cool Florida evening. Adding to the home’s everyday convenience is an attached 1-car garage, providing covered parking along with valuable additional storage space. Governors Point features low-maintenance living including exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, and more. HOME IS TO HAVE EXTERIOR RE-PAINTED SHORTLY BY HOA – ONE YEAR 2-10 BUYERS HOME WARRANTY PAID FOR BY SELLER - ROOF 2020 (HOA COVERS) – CARRIER A/C 2020 – GE WATER HEATER 2013. All of this and it is ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and the spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! With its beautifully appointed kitchen and baths, comfortable floor plan, stylish updates, and desirable location, this is a home that makes it easy to picture yourself settling in and making it your own. SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF!

391 Winchester Place, Longwood

$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

$759,000

5 Beds ⋅ 3 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code

Welcome to this luxurious Sweetwater Oaks 5 bedroom, 3 bath pool home with BRAND NEW ROOF, 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. 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

$356,000

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 an additional front hall closet. 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 JUST REPAINTED EXTERIOR OF THE HOME, INCLUDING INTERIOR OF BACK PORCH! 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

$839,000

4 Beds ⋅ 3 Baths ⋅ 32779 Zip Code

NEW PRICE + BUYER INCENTIVE! Now offered at $839,000, plus the seller is offering up to $10,000 towards buyer closing costs and/or interest rate buydown with an acceptable offer. 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

$2,495,500

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 6,497 square feet, the residence offers five bedrooms, large office, 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. 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 1700 sq ft screened lanai and deck 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

$409,900

3 Beds ⋅ 2 Baths ⋅ West Brantley Lake Road Heights SubDv. ⋅ 32779 Zip Code

Exceptional value paired with an incredible low-interest assumable mortgage opportunity! This updated mid-century modern home sits on a spacious, elevated corner lot nearly half an acre in size, located within a top-rated Seminole County school district. The open concept living area features abundant natural light, a focal fireplace, and a custom kitchen seamless for entertaining. A oversized primary suite offers a private exterior entrance alongside a flexible space perfect for an office, lounge, or guest suite. Complete with key structural updates, including a 2017 roof, 2021 windows, updated electrical, and concrete block construction, plus a fenced backyard with no HOA restrictions. This home blends suburban charm with easy access to Orlando’s world famous entertainment hub. Take advantage of nearby I-4 to arrive at Universal Orlando Resort in just 30 minutes, SeaWorld in 35 minutes, or Walt Disney World in under an hour. It is the ideal home base for park enthusiasts looking to trade tourist corridor congestion for tranquil surroundings!

428 Ruth St, Longwood

$1,795,900

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

$522,500

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

Longwood Homes with Private Entrance Exterior Features

Newest Longwood Homes with Private Entrance Exterior Features