Longwood Single Family Homes For Sale - 185 homes

Remarks: Welcome to 306 Hickory Dr. in Longwood, Florida, nestled within the charming Sweetwater Oaks community. This inviting home is situated on an oversized corner lot, surrounded by mature landscaping and beautiful trees. Offering four bedrooms and two bathrooms, this well-maintained pool home exudes warmth and charm. As you enter, you are greeted by stunning views of the backyard pool area, creating a serene atmosphere. The master bedroom features two closets, along with a sunken tub and shower for added luxury. Throughout the living areas and bedrooms, you'll find stylish vinyl plank flooring. The family room is enhanced by a cozy wood-burning fireplace, and the indoor laundry room conveniently includes a washer and dryer. The kitchen seamlessly opens to the family room and boasts a refrigerator that is less than a year old. The roof was recently installed in 2024, ensuring durability for years to come. Residents of Sweetwater Oaks enjoy exclusive access to Lake Bradley, a large ski lake complete with a private boat dock, beach, and playground. The community also offers numerous tennis and pickleball courts, along with several parks and playgrounds. Additionally, this property is conveniently located near restaurants and the scenic Wekiva Springs State Park, alongside the picturesque Wekiva River. Situated on .41 acres, this home is sure to impress from the moment you step inside.

Listing is courtesy of: RE/MAX ASSURED (800-393-8600)

Listing Agent: Bianca Botelho, Pa (407-709-4975)

Remarks: Welcome to 318 Valley Drive! This must see home has been meticulously cared for, the improvements are very nice, this home is a must see!! This great 4 bedroom, 2 and a half bath home boasts 2424 square feet of living space, a large back porch and pool area as well as an oversized side entry garage! This amazing home has had so many extremely nice improvements! Beautiful wide plank Brazilian Cherry floors, fantastic and updated bathrooms, the high end kitchen is ready for entertaining, there are fantastic shutters at most windows of this great home! The kitchen features beautiful cabinets(as does the entire home), granite counter tops, upgraded Viking and Bosch appliances, a beautiful backsplash and just a warm and graceful feeling! The main bedroom suite feels very relaxing and welcoming, the main bathroom feels like it is from a great spa hotel! The three other cozy bedrooms are well appointed, one has wood floors that match the rest of the home, another has a convenient Murphy style bed!! This home has a 24KW Generac generator that is almost new, this system is powered by on site propane tanks and will last for many days to take away any worry of the infrequent power outages! There is a super convenient EV outlet in the garage! This home has been replumbed, the roof was installed in 2021, all of the systems are in great condition and nearly new! The back of the home is very private and has a very large and cozy back porch, a relaxing tropical screened pool, a separate spa, and more! This home is on an almost half acre(.47 acre) well landscaped property and is on a quiet side street! The lawn and landscaping are irrigated with a deep well providing clean and inexpensive water to keep everything very fresh looking! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! 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 around the corner), 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!!

Listing is courtesy of: RE/MAX ASSURED (800-393-8600)

Listing Agent: Mark Humphreys (407-310-5765)

Remarks: Beautifully updated 5 bedroom, 4 bathroom pool home in the desirable Sweetwater Oaks community. This spacious home offers over 2,800 square feet, including two primary suites. Enjoy a resort-style backyard with a stunning pool, variable speed waterfall and outdoor cooking and entertaining space. Community features include private lake access with a beach, river access, kayak launch, beach volleyball, playgrounds, and the ability to take a golf cart or bike ride to the lake and amenities. Parks and top-rated schools are within walking or biking distance. Conveniently located near shopping, dining, and major roadways. Don’t miss this opportunity to own in one of Longwood’s premier communities!

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

Listing Agent: Doriane Mclaughlin (407-687-5644)

Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained five-bedroom, three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard gives you plenty of room to spread out, play, or entertain. And yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from **Wekiwa Springs State Park**, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.

Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)

Listing Agent: Jory Williams (501-951-0799)

Remarks: Welcome to 308 Smokerise Blvd., tucked away on a quiet corner lot within a cul-de-sac in the highly sought-after Sweetwater Oaks community of Longwood. Situated on an expansive .40-acre homesite framed by majestic oak trees and mature landscaping, this 4-bedroom, 2-bath residence offers 2,352 heated square feet of inviting, thoughtfully designed living space. From the moment you step inside, the home feels warm and welcoming. Skylights fill the space with natural light, and the split floor plan provides both privacy and comfortable gathering areas. At the heart of the home is the den — a cozy yet spacious retreat featuring a wood-burning fireplace and adjoining entertaining bar area. This inviting space is what originally captured the current owners’ hearts. It’s easy to imagine evenings gathered around the fire, hosting friends at the bar, or simply unwinding at the end of the day. It’s a room designed for connection. The primary suite offers its own private escape. The ensuite bath feels like a boutique resort spa, highlighted by distinctive, whimsical wallpaper that adds personality and charm — an unexpected and delightful design statement. Step outside to your screened pool oasis surrounded by brick pavers and lush greenery. With plenty of yard space on this oversized corner lot, outdoor living comes naturally here. The Blackstone grill conveys, making the backyard perfectly set up for sunset dinners and weekend gatherings. Major updates provide valuable peace of mind: • Brand new roof • A/C replaced in 2022 • Variable-speed pool pump (2025) • Water treatment system (2021) • Three updated electrical panels (2021) Sweetwater Oaks residents enjoy private lake access and boat ramps to Lake Brantley, along with multiple parks, tennis courts, pickleball courts, a clubhouse, and scenic community spaces. Located near Wekiva Springs State Park, major highways and toll roads, Orlando attractions, beaches, shopping, and dining, the community offers both tranquility and convenience. It is also golf cart friendly :-) This is more than just a home — it’s a place where memories are made, gatherings feel effortless, and everyday living feels just a little bit special...Property has a ASSUMMABLE VA mortgage in place at 2.25%!

Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)

Listing Agent: Ginny Peters (407-443-3965)

Remarks: One or more photo(s) has been virtually staged. Escape the ordinary and discover a truly unique piece of county living in this stunning log home nestled at the end of a very quiet street in the heart of Seminole County. This rare find delivers rustic charm and privacy without sacrificing convenience, offering four spacious bedrooms and two large living areas anchored by a cozy wood-burning fireplace. The welcoming kitchen thoughtfully overlooks the dining area and downstairs living space, creating a perfect environment for entertaining. The rear of the home is a true retreat; relax on the large covered porch that seamlessly transitions to the generously sized, screen-enclosed pool. This private haven offers ultimate tranquility with an oversized lot and the added benefit of no rear neighbors—if you are looking for elbow room and a peaceful setting, look no further. Peace of mind comes with a roof replaced in 2018 and a new electrical panel with generator connections, plus plenty of storage in the oversized two-car garage. This one-of-a-kind property is ideally located just minutes from public schools, the Altamonte Mall, major hospitals, and all primary highways, offering the best of both worlds. Schedule your private viewing today!There are total of 2 parcels being sold in this listing 01-21-29-5ck-730-0400 equals .28 of an acre, the second parcel is 01-21-29-5ck-730E-0110 equals .14 of an acre.

Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)

Listing Agent: Troy Hensley (407-406-5300)

Remarks: 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, boathouse 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 & space. 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. 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 as well as 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. Run the bath, add the bubbles & SOAK away the days troubles! 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 boat house, lift & covered space. 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. Don't miss viewing this incredible property and dare to dream the memories you create here.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Suzanne Crudo (407-489-8953)

Remarks: Welcome to 108 Temple Dr, a beautifully updated 3-bedroom, 2-bathroom home in the sought-after Lake Searcy Shores community in Longwood. Designed for both comfort and functionality, this home features an open floor plan where the living area flows seamlessly into the kitchen and dining space, ideal for entertaining and everyday living. At the heart of the home is a spacious, well-appointed kitchen with stainless steel appliances, premium cabinetry with soft-close drawers, and an oversized island perfect for additional seating. A built-in desk area adds flexibility for work or extra prep space, while thoughtful upgrades like crown molding, plantation shutters, and double-pane windows elevate the home’s overall feel. The primary suite offers a private retreat, complete with a custom California Closet and ensuite bathroom, while an additional California Closet in the hallway provides even more storage. The two secondary bedrooms are generously sized, including one with a custom-built storage closet, and share a well-appointed bathroom with a shower/tub combination. Comfort is enhanced throughout the home with Minka-Aire ceiling fans in every bedroom, each equipped with handheld remotes. One of the standout features is the expansive Florida room, filled with natural light from walls of windows and offering serene views of the backyard. Step outside to your private oasis, where a saltwater pool with a brand-new salt cell is complemented by a convenient control panel that manages the pool pump, fountains, lighting, and outdoor features. The covered porch features low-maintenance Trex decking and a newer tin roof (2020). This home also offers rare and valuable features, including a city gas connection, one of only two homes in the neighborhood, with service to the stove, oven, outdoor fire pit, gas grill, and even a washer and dryer hookup. Smart switches are installed throughout the home, irrigation system with timer, and a pool pump timer for added convenience and efficiency. The fully fenced backyard includes a storage shed and two garden boxes, perfect for outdoor enthusiasts, and all TVs, and the gas grill will convey with the sale, making this home truly move-in ready. This is a rare opportunity to own a thoughtfully upgraded home with modern conveniences and timeless features in one of Longwood’s most desirable neighborhoods. Ideally situated near historic Longwood, Orlando Health, and a variety of shopping and dining options, this home offers the perfect blend of convenience and charm. Reiter Park, featuring a splash pad, playground, food trucks, and lively community events—is just a short, enjoyable walk or bike ride away. Schedule your showing today!

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

Listing Agent: Ben Whidden (407-758-0578)

Remarks: **MULTIPLE OFFERS** **BEST AND FINAL DUE ON 4/25 BY 5:00PM** Welcome to your next home—where comfort, style, and everyday living come together effortlessly. This beautifully maintained 3-bedroom, 2-bathroom home offers over 1,700 square feet of thoughtfully designed space, featuring a desirable split floor plan with two separate living areas—perfect for both relaxing and entertaining. At the heart of the home, you’ll find a flawlessly upgraded kitchen complete with sleek stainless steel appliances, modern finishes, and plenty of space to cook, gather, and create memories. Step outside and enjoy your morning coffee on the charming front porch, or unwind in your private backyard oasis. The brand-new paver patio and perfectly designed fire pit set the stage for cozy evenings, all while taking in peaceful water views that make this home truly special. Conveniently located just minutes from major highways, airports, shopping, and dining, you’ll have easy access to everything Central Florida has to offer while still enjoying your own serene retreat. This one checks all the boxes—come see it for yourself!

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Trevor Zwick (863-303-6114)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 5-bedroom, 3-bathroom home nestled on a quiet street in Longwood's sought-after 32779 zip code, just steps from the top-rated Sabal Point Elementary and minutes from everything the Lake Brantley area has to offer. With 2,601 square feet of thoughtfully designed living space on a generous 0.30-acre corner lot, this home delivers the space, style, and location today's buyers are searching for, with no HOA and the freedom to make it truly your own. A large private driveway leads you home, complemented by an oversized 2-car garage with ample storage. Step inside and you're greeted by an expansive open floor plan filled with natural light from large front windows, creating a bright and inviting atmosphere throughout. At the heart of the home, the kitchen is built for both everyday living and effortless entertaining. White shaker cabinets, a large island with stunning quartz countertops and waterfall edges, and stainless steel appliances. The open floor plan flows seamlessly into the living and dining areas — a layout that brings people together naturally. Peace of mind comes built in with major updates already done for you — a new roof in 2021, new AC in 2021, water heater in 2022, upgraded double-pane windows, and new LVP flooring throughout installed in 2021. The large primary suite offers a comfortable retreat complete with a double vanity and walk-in shower, while the additional bedrooms and bathrooms provide all the flexibility a modern family needs. Outside, a large covered and screened patio overlooks a fully fenced backyard with beautiful pavers — perfect for morning coffee, weekend entertaining, or simply unwinding. A 7-zone irrigation system keeps everything green with ease, and with plenty of room to add the pool of your dreams, the backyard is a blank canvas ready for your vision. Located in one of Seminole County's most desirable family-friendly communities with easy access to parks, nature, shopping, dining, and major commuter routes — this move-in-ready home is an exceptional opportunity. Corner lot. No HOA. Top-rated schools. Come see it before it’s gone.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Tyler Deans (407-319-2493)

Remarks: Welcome home to this spacious 4-bedroom, 2-bath pool residence with dedicated office, nestled in the peaceful Cypress Landings neighborhood of Sabal Point in Wekiva Springs. From the moment you enter, you’re greeted by warm wood floors and an inviting great room with soaring vaulted ceilings and a wood-burning fireplace — the perfect gathering space for family and friends. Outside, your oversized lot transforms into a private backyard oasis featuring a sparkling pool, screened patio, firepit, and brand-new playground, creating endless opportunities for relaxation and entertainment. With all brand new appliances, including washer and dryer, a 2017 roof, 2022 A/C, and 2023 water heater, the major updates are already done for you. Enjoy miles of shaded walking and jogging trails, a scenic three-mile loop, and direct access to the Wekiva River Buffer Conservation Area, all while being minutes from highways, shopping, dining, and highly rated Seminole County schools.

Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)

Listing Agent: Antonio Salinger (407-304-9867)

Remarks: Discover the charm of this uniquely designed home in the sought-after Lake Brantley Isles community! Blending the best of two-story and split-level living, this home offers a versatile layout ideal for modern lifestyles. Upon entering, step up into a spacious formal dining area highlighted by a cozy brick wood-burning fireplace. The open-concept kitchen features a breakfast nook, center island, and flows seamlessly into the family room, where large windows frame picturesque views of the canal. To the right of the family room, step down into an L-shaped bonus room, complete with sliding glass doors leading to a screened patio with dual ceiling fans—perfect for indoor-outdoor entertaining. A full bathroom and an oversized fourth bedroom with a private entrance are conveniently located off the bonus room, offering additional flexibility. Upstairs, the second level boasts two bedrooms and a guest bathroom to the right, with the primary suite to the left. The primary retreat includes a luxurious, fully renovated ensuite with a stand-alone tub, a spacious two-person shower with dual controls and a bench, dual sinks, and abundant storage. Recessed LED lighting with a secondary night light feature enhances the upstairs hallway and bedrooms. The property sits on nearly an acre of land with two private docks and canal access to Lake Brantley, making it perfect for outdoor enthusiasts. The oversized detached garage includes workbenches, electricity, and an automatic door with a deadbolt feature for added convenience and security. The home has a new roof (April 2026) and has been freshly painted on the exterior (April 2026). Located near several major roadways, shopping, dining, and entertainment options, this home offers both privacy and accessibility. With its exceptional features and prime location, this home is a must-see! Located in the vibrant community of Longwood, Florida, this home offers access to a rich array of amenities and attractions within a 50-mile radius. Enjoy retail therapy at the nearby Altamonte Mall, featuring popular brands and entertainment options. For outdoor enthusiasts, Lake Brantley provides opportunities for water activities and scenic picnics. The locale boasts a diverse dining scene with destinations like Tibby's New Orleans Kitchen and The Melting Pot. Quick access to major highways, including Interstate 4, SR-434, and SR-436, ensures seamless commutes to major employers such as AdventHealth and the University of Central Florida. For family fun, visit the Central Florida Zoo or take a short drive to explore the attractions in Orlando, including Walt Disney World Resort and Universal Studios. This area offers a balanced lifestyle, combining convenience, leisure, and a sense of community.

Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)

Listing Agent: Kevin Johnson (321-351-2121)

Remarks: Making its debut on the market in the sought-after Markham Woods area, 1652 Rutledge Road in Longwood is a charming one-owner home with much to offer. Sitting on one full acre, this spacious 5-bedroom, 3-bath pool home welcomes you with gorgeous pool views as you step through the front double doors. Sunlight fills the rooms and the family room’s stone-front wood-burning fireplace offers a cozy touch. It also overlooks the kitchen which is ideal for entertaining. The kitchen features stainless steel appliances, generous counter space, and a closet pantry. Large sliders in both the family room and living room lead to the fully fenced yard, a screen-enclosed porch, and a paver-lined pool area. Other perks include an indoor laundry room with washer and dryer, a storage shed, and a freshly paved driveway with ample parking. Roof replaced in April 2026. No HOA. Horses welcome, and the property borders a scenic bike trail. Zoned for Lake Mary High School—Go Rams!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Melissa Stalzer (386-405-3457)

Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT. Don't skip this one because of the flood zone. No history of flooding + low insurance premium available. This is your opportunity to own one of Longwood's most distinctive homes at an unbeatable price per square foot. Welcome to 153 Duncan Trail, a private retreat on a generous 1/4-acre conservation lot with no rear neighbors. The three-level split layout creates natural separation of space rarely found at this price point. The main living area is centered around a fireplace and opens directly to the backyard deck. The remodeled kitchen (2017) flows alongside an elevated dining area that overlooks the living spaces below, adding architectural character throughout. The oversized primary suite occupies the upper level, a true private retreat with room for a sitting area or workspace, plus a sliding door opening to an elevated outdoor view above the covered porch. Two additional bedrooms are on the lower level. A spacious dinette, dedicated laundry room with washer/dryer, and epoxy-floored 2-car garage with built-in workbench complete the picture. Outside, an enclosed back porch leads to an open deck surrounded by conservation, ideal for morning coffee, evening relaxation, or gathering around the dedicated fire-pit area. MAJOR UPDATES: New architectural roof + gutters (2024) | Full PEX repipe (2024) | Carrier A/C (2022) | Water heater (2020) | Remodeled kitchen & bathrooms (2017) | Fresh interior paint (2025) | All systems serviced (Summer 2025). Space. Privacy. Peace of mind. Schedule your private showing today.

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Liliana Lamadrid Sierra (321-527-4357)

Remarks: Short Sale. Short Sale – Opportunity awaits! This home has been winterized and is ready for your vision. Property is being sold as-is and does not include appliances. The roof is approximately 8 years old. Located in a desirable community featuring a scenic pond, perfect for relaxing walks and enjoying the surroundings. Conveniently situated just minutes from Publix supermarket, pharmacy, and everyday essentials. Great potential for investors or buyers looking to customize a home to their taste. Don’t miss this chance to own in a well-located neighborhood!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Jesse Sutton, Jr (321-805-7530)

Remarks: Welcome home to the heart of Longwood! This charming 3-bedroom, 1.5-bath home features luxury plank tile throughout and an open, cozy living room perfect for everyday comfort. Enjoy peace of mind with major updates already completed, including a new roof in 2023, HVAC in 2019, an updated water heater, and electrical improvements. The spacious backyard offers plenty of room to relax, entertain, or create your own outdoor retreat. Centrally located near major highways and the SunRail system, commuting is a breeze with convenient access to Central Florida attractions. Nature lovers will appreciate being close to Wekiva Island and Big Tree Park, while downtown Longwood’s Reiter Park and weekly farmers market add local charm just minutes away.

Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)

Listing Agent: Crystal Yovaish (407-496-8672)

Remarks: Exceptional Opportunity to own a home off the celebrated Markham Woods Road, the area once recognized as the "Beverly Hills “of Central Florida. *** This premier location provides great versatility to owners who may wish to build an in-law quarters, multiple garages, a boat house, a recreational vehicle storage or just make future additions to the home. *** Home features: A one-acre lot, No HOA, recently installed metal roof, remodeled kitchen and bath, a split bedroom plan, a phenomenal oversized rear screened porch and plenty of room for a swimming pool. *** In addition, the location is minutes to Interstate 4, near shopping and hospital, a short drive to major attractions and beaches... all with the added benefits of Florida's top rated Seminole County Schools. ********** PRICED TO SELL, EASY TO SEE********** ROOM SIZE APPROXIMATE

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)

Listing Agent: Alberto Rodriguez (407-415-1988)

Remarks: This is one of those homes that buyers wait for, a rare opportunity to own a ONE-OF-A-KIND MID-CENTURY gem where nature, land, and character come together. Tucked into one of Longwood’s most unique locations set along the former 10th hole of the historic Rolling Hills golf community, this home is nestled among rolling green space, WATER VIEWS of Lake Jeanette, & established mature landscaping. Positioned on OVER HALF AN ACRE in a DESIGNATED GOLF CART COMMUNITY with NO HOA, this retreat offers privacy & connection to nature while still being just minutes from I-4, shopping, restaurants and everything you need in the heart of Longwood. A long driveway shaded by mature trees creates a welcoming arrival, while a private canopy of trees sets the peaceful setting found throughout. The outdoor lifestyle begins the moment you arrive. A GARDEN-INSPIRED landscape welcomes you with greenery, a FIRE PIT gathering area & detached storage shed ideal for gardening or creative projects. Multiple outdoor spaces create a PARK-LIKE SETTING designed for relaxing, entertaining, & enjoying the outdoors. With a front garden retreat, private pool, backyard patio overlooking rolling hills, and side-yard screened-in patio space, you won't want to leave home! Made for easy Florida living, the SCREENED-IN SALTWATER POOL offers a private sanctuary framed by distinctive MID-CENTURY arches. Relax in a hammock, feed the ducks, or enjoy a poolside gathering. Winding pathways connect seating areas, brick patios, covered spaces, and quiet corners beneath mature trees, creating the perfect outdoor retreat. A breezeway connects the home to the OVERSIZED DETACHED TWO-CAR GARAGE, adding function & charm. The oversized garage includes a dedicated WORKSHOP SPACE for hobbies, storage, & projects. A separate dedicated GOLF CART GARAGE adds convenience and reflects the neighborhood’s laid-back lifestyle. There's also a front parking area providing ample room for trailers, recreational equipment, work vehicles or additional storage needs, another advantage of living in a NO HOA community. Inside, NATURAL LIGHT pours through large windows, highlighting the residence’s MID-CENTURY charm and thoughtful updates. Arched openings, wood ceilings, & built-in shelving enhance the home’s character, while wood flooring complements the timeless design. The living & dining spaces flow into a kitchen featuring rich cabinetry, exposed wood detail, brick accents, & expansive windows that bring the surrounding greenery indoors. The layout includes 3 bedrooms, 2 bathrooms (one is dual entry), & WALK-IN CLOSETS in every bedroom. The area is known for its open green space, walkable streets, & being an active lifestyle neighborhood, including an annual holiday golf cart parade! The surrounding space creates a peaceful, almost country-like setting while remaining close to everything. Significant updates include NEW ROOF (2024), WHOLE HOME GENERAC PROPANE GENERATOR (2020), NEW DRAIN FIELD (2022), NEW ELECTRIC WATER HEATER (2023), NEW KITCHEN WINDOWS (2023) & new pool enclosure screens (2024). Additional improvements include waterproof laminate flooring (2022), paint/trim, baseboards, blinds/drapes, ceiling fans, & garage door openers (2021), foyer tile (2026), exterior garage lighting (2026). The home also includes an ACTIVE TRANSFERABLE TERMITE BOND. With Phase One of the Rolling Hills Community Park already underway, this amazingly unique home offers lifestyle, location, and LOTS of future potential!

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)

Listing Agent: Melissa Flores (407-399-2650)

Remarks: Privately positioned on 1.62 acres along one of the most sought-after corridors of Markham Woods Road in Longwood, this exceptional property presents a rare opportunity to enjoy space, flexibility, and modern upgrades without the restrictions of an HOA. Tucked behind private entry gates at both the front and rear of the property, the estate offers a unique sense of privacy and convenience while remaining just moments from the boutique shopping, dining, and everyday conveniences of both Longwood and Lake Mary. With immediate access to Interstate 4 and the 417/429 beltways, downtown Orlando, regional hospitals, area attractions, and the beaches are all within easy reach. Significantly renovated and thoughtfully improved since 2021, the property combines peace of mind with modern comfort. The main residence spans five bedrooms and three and a half baths and has been extensively updated with all new plumbing, new flooring throughout, fresh interior and exterior paint completed in 2025, and stylish new sinks, fixtures, and lighting throughout. The kitchen is complemented by all new appliances, while two new high-efficiency HVAC systems installed in 2026 and a 2022 roof further enhance the home’s long-term value and efficiency. The irrigation is provided by dedicated well Beyond the main residence, a detached, near 1,000 sf one-bedroom, one-bath guest house with a spacious kitchenette and an enormous great room provides incredible versatility for multigenerational living, visiting guests, a private office, or extended stay accommodations. Outdoors, the expansive grounds offer a remarkable amount of parking and storage potential, including room for recreational vehicles, boats, trailers, or car collections, complemented by a dedicated 30-amp RV outlet. The oversized property also provides ample room to create a future resort-style pool and outdoor entertaining environment tailored to your vision. Rarely does a property combine acreage, extensive renovations, gated privacy, guest accommodations, and a premier Markham Woods Road address with such exceptional connectivity to Central Florida’s most desirable destinations in one compelling offering.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)

Listing Agent: Mel Bernstein (407-810-4726)

Remarks: WATERFRONT. PRIVATE DOCK. SUNSET VIEWS THAT STOP YOU IN YOUR TRACKS. Tucked along a quiet street in sought-after Sweetwater Oaks, this light-filled, single-story retreat delivers a vacation lifestyle every day. Step outside to a sprawling, terraced lanai designed for real Florida living, complete with a generous pool, spa, and panoramic water views that feel like they are straight out of a magazine. Cast a line, launch a kayak, or unwind as nature unfolds right in your own backyard. Inside, the home has been thoughtfully restored with a clean, functional layout that lives easy. The fully remodeled kitchen is built for gathering, featuring quartz countertops with seating, stainless steel appliances, a wine cooler, and a dedicated coffee bar. Sliding windows open directly to the patio, making indoor-outdoor entertaining seamless. The character-filled den sets the tone with soaring cathedral ceilings, original cedar beams and walls, and a striking stone wood-burning fireplace. A tucked-away library or music nook adds a quiet space to recharge. Located in a well-established community known for tree-lined streets, low HOA, and access to Lake Brantley’s private boat ramp, with highly rated schools nearby. Homes with this setting, privacy, and lifestyle rarely come available. Schedule your private showing.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: David Plasencia, Llc (407-579-9369)