A Homes for Sale in Longwood - 26 homes

Remarks: One or more photo(s) has been virtually staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet with over 11,000 square feet under air, is a study in European inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought, it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matthew Mckee (407-948-0658)

Remarks: **This property qualifies for a closing cost credit up to $3,700 through the Seller’s preferred lender.**Look no further than this beautifully maintained second-floor condo located in the gated community of The Residences at Sabal Point. This spacious 3-bedroom, 2-bathroom unit offers a functional and inviting layout. Step through the front door to find a galley-style kitchen with granite countertops, stainless steel appliances, and a cozy dinette nook tucked at the back—complete with a laundry closet behind bifold doors. The kitchen also features a convenient pass-through window into the living room, creating an open, connected feel. Just off the living room, enjoy your private screened-in balcony—perfect for morning coffee or evening relaxation. Down the hallway are three generously sized bedrooms and two full bathrooms, including the primary suite at the rear of the unit with a large ensuite featuring a double sink vanity and a stand-up shower. This property offers flexibility as a primary residence or investment opportunity, with a tenant currently in place through 6/30/2026. The community provides resort-style amenities including tennis courts and a stunning pool overlooking a tranquil pond with a fountain—all within a secure, gated setting. Experience comfort, convenience, and income potential in this sought-after Longwood location. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: Welcome home to this beautifully maintained and move-in ready condo in the desirable Clubside at Sabal Point community in Longwood. Offering nearly 1,400 square feet of thoughtfully designed living space, this light-filled upper-level unit combines comfort, style, and convenience in one inviting package. Step inside to discover a spacious open floor plan with tile and laminate flooring throughout - no carpet for easy maintenance. The welcoming foyer leads to a convenient half bath, an in-unit laundry room with full-sized appliances, and a large closet straight ahead. The living and dining areas flow seamlessly into a generously sized kitchen featuring ample counter space, a pantry, and eat-in area, making it perfect for both everyday living and entertaining. The split-bedroom layout provides ideal privacy, with two oversized primary suites located on opposite sides of the home. Each bedroom includes its own ensuite bathroom - one with a tub/shower combination and the other with a walk-in shower - as well as large walk-in closets and additional linen storage. Whether for guests, roommates, or multi-generational living, this layout offers flexibility and comfort for all. Step outside to your private screened-in balcony or lanai, where you can relax with morning coffee or unwind in the evening while enjoying peaceful community views. Residents enjoy a low-maintenance lifestyle with HOA fees covering exterior maintenance, water, trash, pest control, and landscaping. Community amenities include a resort-style pool, fitness center, clubhouse, tennis courts, and beautifully maintained grounds with mature trees and walking paths. Ideally located just minutes from shopping, dining, parks, and outdoor recreation, with quick access to I-4, this home offers the perfect balance of natural Florida beauty and everyday convenience. Whether you're a first-time buyer, downsizing, or seeking an investment, this condo is a wonderful opportunity in a prime location.

Listing is courtesy of: CENTURY 21 BE3 (727-596-1811)

Listing Agent: Cheryl Roda-Wu (407-595-9580)

Remarks: Don’t miss out on this opportunity!! This is a condo located in the beautiful Sabal Point community in Longwood. As you enter the front door the there is a laundry room and a half bath to the left and a large closet straight ahead. Featuring two well appointed primary bedrooms. The two primary bedrooms each feature ensuite bathrooms, one with a shower and one with a tub. Each bedroom also features large walk-in closets. No Carpet at all tile flooring throughout the unit. A balcony perfect to enjoy and relax every day. Unit is located like a 2nd floor because the first floor is underneath. HOA fee included, all exterior maintenance, pest control, water, trash, and landscaping. The community offers a well equipped clubhouse, fitness center and community pool. Nearby restaurants, shopping, park and outdoor recreation in Longwood for your convenience, and just minutes from I-4. Don’t miss out on this rare opportunity. Come see it today!

Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)

Listing Agent: Laura Ramos, Pa (786-308-0803)

Remarks: This cozy ground-floor apartment is located in a quiet and desirable area of ??Longwood, offering comfort, convenience, and an excellent location. The unit features 2 bedrooms, 2 full bathrooms, and 1 powder room, as well as a pleasant living area with integrated living and dining rooms, creating a spacious and welcoming environment for everyday life or for entertaining guests. The property has laminate flooring in the main rooms, bringing elegance and ease of maintenance. The kitchen is functional and well-equipped, with wooden cabinets, granite countertops, stainless steel appliances, and a pantry, offering ample storage space. At the rear, a private balcony provides a perfect space to relax and enjoy quiet moments outdoors. The condominium offers excellent amenities for residents, including a clubhouse, a fully equipped gym, and a beautiful swimming pool, ideal for leisure and well-being. The location is a major advantage, with easy access to the main roads in the region and proximity to several points of interest, such as the Altamonte Mall, Wekiwa Springs State Park, and quick access to Interstate 4. The area also has supermarkets, restaurants, schools, and various service options that make daily life easier. An excellent opportunity for those seeking quality of life, convenience, and a great location in Longwood.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Rodrigo Santos De Alvarenga (347-484-7460)

Remarks: Welcome home! Discover a beautifully remodeled condominium in one of Longwood’s most desirable communities. Renovated from top to bottom with quality materials and thoughtful details, this home offers both style and comfort. FURNITURE ARE INCLUDED! With 2 generous master suit bedrooms, 2 full bathrooms, and an additional guest bath, the layout is spacious and convenient. The owner updated the home with care and love, but after relocating, this wonderful space is now ready for its next chapter—with you. Step inside and you’ll instantly feel the charm and warmth this condo offers. Located in Clubside at Sabal Point, you’ll enjoy access to fantastic amenities including a pool, tennis courts, and a fitness center. The community is clean, quiet, well maintained, and known for its peaceful atmosphere. Plus, it’s zoned for top-rated schools, making it an ideal place to live. Don’t miss your chance—contact your realtor to schedule a showing today! Property might be under surveillance cameras.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Miriam Miranda (386-235-9985)