Longwood Single Family Homes For Sale - 180 homes

Remarks: Tucked behind the gates of one of Longwood’s most desirable communities, this beautifully maintained four-bedroom, five-bath estate blends timeless elegance with modern luxury. From the moment you enter, soaring elevated ceilings, refined architectural details, and expansive living spaces create an immediate sense of sophistication and comfort. Designed for both everyday living and exceptional entertaining, the home features a thoughtfully crafted floor plan, upscale finishes throughout, and a stunning chef’s kitchen appointed with high-end appliances, custom cabinetry, and generous gathering space at the heart of the home. Includes a whole house generator and security system. The spacious primary suite offers a private retreat with spa-inspired amenities, while each additional bedroom provides comfort, privacy, and its own distinctive character. Multiple living and entertaining areas flow seamlessly to the outdoor oasis, where a sparkling pool and beautifully maintained surroundings invite year-round Florida living at its finest. Set within a secure gated neighborhood in the heart of Longwood, this exceptional residence delivers luxury, privacy, and convenience in one extraordinary offering.

Listing is courtesy of: ENGEL & VOLKERS NEW SMYRNA (386-213-6899)

Listing Agent: David Dell'Olio (407-228-4613)

Remarks: Under contract-accepting backup offers. Virtually Staged. Seminole County, where "Old Florida" charm mixes with modern suburban convenience, and this Wekiva golf course home on the 9th hole is no exception. This beautiful Wekiva area is away from the hustle, but minutes to grocery stores, restaurants & home improvement options. Well cared for throughout the years with only one owner. The home underwent a 2020 makeover that included the kitchen & appliances, all 3 bathrooms, and the water heater. The roof was replaced in 2022 and reinspected this year. Wekiva offers some of the best schools in Seminole County, with "The Natural Choice" being one of the best Counties to live in the state of Florida. Convenient to all the expressways to get around Central Florida. Do not miss the amenities that Weikva offers: the continual sidewalks, local playground, tennis courts & pickleball courts, and a community center. 3946 Villas Green Cir is your next stop to homeownership!

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Karen Pfannerstill (407-947-5717)

Remarks: Virtually Staged. 10,000 Price Improvement!! Welcome to this beautifully updated home in the charming neighborhood of Longwood Green, zoned for the highly rated Lake Mary High School. This property perfectly blends comfort, modern design, and Florida living with its screen-enclosed pool, covered lanai, and fully fenced backyard, creating a private outdoor retreat ideal for relaxation and entertaining. Inside, you’ll find a completely remodeled kitchen showcasing solid wood, soft-close cabinets, quartz countertops, a stylish tiled backsplash, new sink & faucet, and sleek stainless and black appliances. The kitchen also features a breakfast bar, dinette space, and recessed lighting, making it both functional and inviting. The open living and dining area is warm and welcoming with engineered hardwood flooring, updated lighting and fans, and a brick wood-burning fireplace as the centerpiece. Triple sliding doors lead to the covered lanai and pool area, while skylights and a large fixed window fill the room with natural light. The split-floor plan provides privacy, with the primary suite located at the back of the home and direct access to the pool. The remodeled primary bathroom impresses with a dual-sink vanity topped with granite counters, a large tiled shower with a glass enclosure, and a luxury automatic toilet. The walk-in closet, lined with aromatic cedar, adds a touch of character and practicality. Three spacious secondary bedrooms each feature large built-in closets and share a beautiful full bath with a tub/shower combo, newer toilet, wainscoting, and painted cabinets. A sizable hallway closet offers ample storage and there's a door close by with convenient access to the pool area. The inside laundry room has built-in cabinetry, a countertop for folding, and comes complete with washer and dryer. Additional updates include fresh interior and exterior paint, new lighting and ceiling fans throughout, Water Heater (2026) and a brand-new roof (2024) for peace of mind. This home combines modern updates with timeless charm, all in a well-established community close to parks, dining, shopping, and top-rated schools. It’s the perfect place to call home.

Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)

Listing Agent: Tara Haefner (407-416-6077)

Remarks: Situated on an oversized double lot in the heart of Longwood, this 2-bedroom, 1-bath home offers endless potential for homeowners and investors alike. Offering a spacious living room, a functional kitchen, and an updated bathroom with walk-in shower, the home also features tile flooring throughout the main living areas and carpet in the bedrooms, making it ready for someone to move in and make it their own. Just off the kitchen and dining area, a recently installed patio creates the perfect outdoor entertaining space, complete with corner posts ready for shade sails or a custom covered seating area. The large lot provides mature landscaping, beautiful shade trees, and ample space to park an RV, boat, or additional vehicles with no HOA restrictions. Additional features include a covered carport with separate laundry room and utility sink, an extra storage room at the rear of the home, and a detached storage shed with an attached covered storage area ideal for lawn equipment, tools, or outdoor gear. Roof replaced in 2015, water heater installed in 2022, New Washer & Dryer 2022, and connected to public sewer. Whether you're searching for your first home, a solid investment property, or a home with room to expand and make your own, this versatile property offers endless possibilities.

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

Listing Agent: Kerry Stafford (407-821-8600)

Remarks: With over 4,400 sq. ft. under roof, this gorgeous 4 bedroom, 3 full bath pool home with over $75k in just finished upgrades has it all! Seller is offering up to a $20k credit for the new owner to add their personal touches. Situated on a full acre estate lot in one of the most desirable neighborhoods along Markham Woods Road, you'll enjoy all the best North Orlando has to offer and top notch Seminole County schools. At home, enjoy the privacy and serenity of being surrounded by lush greenery and sounds of nature. Within minutes, be in town with easy access to I-4 putting you at the doorstep of some of the most sought-after and exciting dining, shopping, and entertainment venues. This home boasts a new roof (2026), new plumbing (2026), new heat pump AC system (2026), newly re-tiled and refinished pool (2026), and re-screened pool enclosure (2026), and newer water heater (2024). Additional peace of mind comes from its concrete block construction and updated gutter system. The open concept living space allows for flexible use options and the extra large glass doors leading out to the 52 foot wide covered lanai make the space feel even more expansive. The lanai has a wet bar pre-wired with 220V for a cooking appliance, making a true outdoor kitchen well within reach. The sparkling pool dazzles from the main living areas, which is made even more impressive by the depth of the backyard. There's plenty of room to add an ADU with appropriate approvals. The Seminole Wekiva Trail runs directly behind the lot. Easily jump onto the trail for your morning walk or evening bike ride. High ceilings with knockdown finish (no popcorn) throughout. All 4 bedrooms feature wood laminate flooring and large closets. The ensuite primary bedroom has ample space for an office setup or searing area. The extra large 825 sq. ft. 3-car garage has a BMW EV charger (which works with other brands) conveniently located between the two garage doors for easy charging access on both sides. Solid across all 4 points (new roof / new AC / newer electrical panel / new plumbing) for insurability purposes and more manageable premium, this home's overall costs of ownership can be kept in check - especially since there is no sewer bill to pay. A central vacuum system adds to ease of maintenance. Call today for a private showing of this exquisite home!

Listing is courtesy of: DEGREE REALTY LLC (407-310-5456)

Listing Agent: Brandy Hill (407-310-5456)

Remarks: Under contract-accepting backup offers. Tucked away beneath a canopy of mature trees on an expansive homesite in one of Longwood's most established communities, this custom pool home offers a rare combination of privacy, character, and space. From the moment you arrive, the circular driveway, natural setting, and distinctive architecture create a memorable first impression. Inside, soaring wood-beamed ceilings, extensive hardwood flooring, and dramatic floor-to-ceiling stone fireplaces add warmth and architectural interest throughout the home. The spacious living areas are filled with natural light and designed for both everyday living and entertaining, with multiple gathering spaces and walls of glass overlooking the screened pool and lush backyard. The kitchen features abundant cabinetry, generous workspace, granite countertops, a center island, and a functional layout that flows seamlessly into the surrounding living areas. The primary suite offers a private retreat complete with a spa-inspired bath, oversized walk-in shower, soaking tub, and tranquil outdoor views. Step outside to enjoy the screened pool enclosure, expansive paver deck, and beautifully landscaped surroundings. The oversized lot provides exceptional privacy while still offering plenty of room to enjoy the outdoors. Conveniently located, this home offers easy access to Interstate 4, SR 434, shopping, dining, golf courses, and everyday conveniences. Residents enjoy proximity to popular destinations including Wekiwa Springs State Park, Cranes Roost Park, Altamonte Mall, and the shops and restaurants of Lake Mary. A unique opportunity to own a distinctive property with timeless architectural details, generous living spaces, and an exceptional Longwood location.

Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)

Listing Agent: Heather Unger, Pa (407-810-6304)

Remarks: Under contract-accepting backup offers. Tucked away on over 1.3 acres beneath a canopy of majestic trees, this exceptional residence offers a rare blend of refined living, privacy, and timeless elegance—without the constraints of HOA living. Ideally located off Long Pond Road and Markham Woods Road, this is Central Florida luxury at its most serene The property offers a 4-bedroom, 2.5-bath split floor plan, an oversized two-car garage, and an additional detached garage/workshop. The spacious kitchen features modern wood cabinetry and granite countertops. Amenities include a heated saltwater pool with spa, a Florida room adjacent to the family area complete with custom built-in bookcases (currently serving as a large office with panoramic backyard views), cathedral ceilings with recessed lighting throughout, and a brick wood-burning fireplace in the great room. A separate stand-alone building with water access and partial electrical infrastructure provides potential for conversion into in-law quarters or income property. Additional upgrades comprise a new roof (2019), solar panels-fully paid (2019), Tesla Power Wall (2025) for continuous electricity supply, double-pane storm-rated windows and doors (2020), new A/C unit (2014), upgraded flooring (2024), Hardy Plank siding (2026), and other enhancements. The grounds feature mature oak trees on a generous 1.3+ acre lot. No HOA dues. Perfectly positioned just minutes from the Seminole/Wekiva Trail and zoned for top-rated Heathrow/Lake Mary schools, this residence offers both exclusivity and convenience. A rare offering where space, sophistication, and lifestyle converge.

Listing is courtesy of: PARKER REALTY GROUP (407-845-0333)

Listing Agent: Ed Parker (407-617-0356)

Remarks: At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef’s kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County’s desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.

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

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

Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this well-maintained 3-bedroom, 2-bathroom home located in the desirable Longwood Park community. This property offers a spacious fenced backyard, a two-car garage, and an additional covered carport—providing plenty of room for vehicles, recreational equipment, or additional parking flexibility. Inside, the home features a freshly painted living and dining area with French doors leading to a large, screened-in covered lanai—perfect for year-round outdoor enjoyment. The updated eat-in kitchen offers modern convenience, while the primary bedroom includes its own set of French doors opening to the lanai, creating a private and relaxing retreat. Outdoors, you’ll find a hand-built wooden storage shed, ideal for tools, hobbies, or additional workspace. The front of the home also features a painted concrete area that can easily be set up as an inviting outdoor seating space—perfect for enjoying the neighborhood and connecting with neighbors. Ideally situated near the Cross Seminole Trail, offering miles of paved paths perfect for biking, walking, and outdoor recreation, and just minutes from downtown Lake Mary, where you’ll find local shops, restaurants, and a popular weekend farmers market. Zoned for top-rated Seminole County schools and within walking distance to the YMCA, Lake Mary High School, Greenwood Lakes Middle School, and the Seminole County Public Library, this location offers both convenience and a relaxed, practical lifestyle.

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

Listing Agent: Carmen Quintana (407-340-3932)

Remarks: Virtually Staged. NEW ROOF Prior to closing on this Move-In Ready Pool Home in Sweetwater Oaks! Welcome to highly desirable Sweetwater Oaks, where this beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of space, and comfort, with RECENT UPGRADES. The functional floor plan features separate living, dining, and family rooms, an eat-in kitchen, utility room, and walk-in pantry. Enjoy Florida living at its best with a large screened pool and covered lanai, ideal for relaxing or entertaining. The fully fenced backyard also features a new storage shed added in 2024. Major recent updates, all within the last year, provide peace of mind, including a new HVAC system, electrical panel, water heater, and microwave, plus a new dishwasher, flooring and baseboards in the living and dining rooms, fresh interior paint, painted pool deck, new blinds, updated lighting, and new electrical outlets and switches throughout . Additional improvements include a new pool patio roof and pool light (2020). With the new roof being installed prior to closing, this home offers peace of mind with all the recent improvements. Sweetwater Oaks residents enjoy deeded access to skiable Lake Brantley with a boat ramp, tennis and pickleball courts, picnic pavilion, and access to the Wekiva River, parks, and playgrounds. Conveniently located near top-rated Seminole County schools, shopping, dining, and major highways, this move-in-ready home is one you won't want to miss.

Listing is courtesy of: CHAMBERLAIN REALTY LLC (407-542-3033)

Listing Agent: Carol Pennington (407-335-0907)

Remarks: Virtually Staged. Offered for the first time in 25 years, this exceptional Southern Traditional estate presents a rare opportunity to own one of Longwood's most distinguished residences. Originally designed as the builder’s personal model home, this home showcases timeless craftsmanship, architectural charm, and meticulous pride of ownership throughout. Nestled on a professionally landscaped 1.01-acre homesite within the coveted Ravensbrook community, an intimate enclave of nearly 80 custom homes, treasured for its spacious lots and tree-lined streets shaded by a mature canopy of oaks. Impressive curb appeal sets the tone from the moment of arrival. A welcoming front porch, framed by lush mature landscaping, creates an elegant first impression. Encompassing 3,443 square feet of thoughtfully designed living space, the home features 5-bedrooms, 4.5 bathrooms, and a highly desirable floor plan with both the primary suite and an additional bedroom located on the main level. A dramatic two-story entry welcomes guests with soaring 20-foot vaulted ceilings, marble tile floor, refined crown molding, Colonial trim details, raised-panel doors, plantation shutters, and exquisite beveled-glass transoms adorning every downstairs doorway. Designed for both everyday comfort and gracious entertaining, the heart of the home is highlighted by a stunning double-sided wood-burning fireplace, showcasing exceptional brick craftsmanship and engineered hardwood flooring. The kitchen boasts distinctive tongue-and-groove oak ceiling, granite countertops, a center island, stainless steel appliances, and a dining area for casual meals and gathering. Traditional swinging doors provide convenience to the separate formal dining room, creating an ideal flow for hosting dinners. The private primary suite serves as a luxurious retreat, complete with a beautifully renovated spa-inspired bathroom. Upstairs, 3 generously sized bedrooms, each enhanced by character-rich vaulted ceilings. One bedroom includes its own private ensuite bath and spacious walk-in closet. Completing the second floor is a separate bonus room located above the garage, featuring rich wood parquet flooring and a closet, offering flexibility as a media room, home office, fitness studio, playroom, or guest suite. French doors lead to a screened lanai overlooking the sparkling swimming pool and spa, complemented by a summer kitchen for storage and entertainment. Additional highlights include a well-appointed laundry room with built-in cabinetry, utility sink, washer and dryer, a three-car garage with epoxy-finished flooring and custom storage cabinets, and an expansive paver driveway that provides a grand arrival experience. For nature lovers and outdoor enthusiasts, Ravensbrook offers a unique lifestyle amenity through exclusive access to Cushman Park, a community waterfront lot named in honor of the original developer. Residents may enjoy Rice Lake for kayaking, paddleboarding, and other recreational pursuits. Ideally situated along the prestigious Markham Woods Corridor, residents enjoy convenient access to an array of shopping, dining, premier golf courses, and nature trails, all while zoned for Seminole County's highly sought-after public schools. Just minutes away is the renowned Seminole Wekiva Trail, a nearly 14-mile paved recreational trail, for walking, running, cycling, and enjoying Central Florida's natural beauty.

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

Listing Agent: Amanda Salazar (407-917-0706)

Remarks: Virtually Staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Dawn Grigsby (407-970-9051)

Remarks: Welcome to an extraordinary custom-built estate where exceptional craftsmanship, privacy, and luxury come together on 2.5 gated and fully fenced acres in the heart of Longwood. Designed and constructed with meticulous attention to detail by builder Neil Hughes, this remarkable residence showcases superior quality throughout, from the grand entryway and soaring ceilings to the intricate custom tilework and thoughtfully designed living spaces. The impressive foyer opens to elegant formal living and dining rooms, while the expansive family room features custom built-ins, a beautiful wood-burning fireplace, and seamless access to the heart of the home. Designed for both everyday living and grand-scale entertaining, the chef's kitchen boasts dual sinks, two dishwashers, stunning emerald pearl granite countertops throughout the kitchen, a six-burner cooktop with commercial-grade ventilation, double ovens, extensive custom cabinetry, under-cabinet lighting, pull-out pantry systems, and an abundance of storage. Nearby, a custom dry bar adds both style and convenience for entertaining guests. The luxurious primary suite is a private retreat featuring its own sitting room, expansive bedroom, two walk-in closets with custom his-and-hers closet systems and dedicated dressing areas, and a spa-inspired bath complete with dual vanities, dual water closets, linen storage, granite countertops, and generous space throughout. A secondary en-suite bedroom is conveniently located on the first floor, along with a dedicated office, spacious game room with adjoining equipment room and sink, pool bath, a formal living room, and a large laundry room with utility sink. Upstairs, you'll find a fully equipped theater room with sink and beverage area, additional bedrooms and baths, walk-in closets, extra-wide hallways, 9-foot ceilings, oversized 6-foot-8-inch doors, and exceptional storage throughout. Bedroom #2 on the second level features two closets. Granite countertops continue throughout every bathroom in the home. Step outside to your private resort-style oasis featuring a spacious lanai, sparkling pool and spa, and peaceful natural surroundings that create an incredible sense of privacy and tranquility. Modern conveniences include a whole-home Lutron lighting system, a new pool heater, new water softener, multiple air-conditioning systems, interior air handlers, high-capacity septic system pumps, well-fed irrigation for the sprinkler system, and a brand-new roof with a transferable warranty. A transferable termite bond provides additional peace of mind for the next owner. Car enthusiasts will appreciate the attached air-conditioned two-car garage as well as the impressive 1,605-square-foot air-conditioned workshop/garage featuring multiple bays, lifts, pull-through access, an interior wash bay, and space for up to 12 vehicles when utilizing the two vehicle lifts (10 spaces not including the lifts), with potential for future conversion to additional living space if desired. The home's floor coverings consist of carpet and tile throughout. Exterior construction includes a frame-built second level. Hurricane-impact doors and windows, along with garage doors rated for 100 MPH winds, provide additional durability and peace of mind. Offering an unmatched combination of luxury, functionality, privacy, and craftsmanship, this one-of-a-kind estate delivers a lifestyle rarely found in Central Florida.

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: Abby Nelson (407-571-1445)

Remarks: Virtually Staged. This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on over half an acre with peaceful pond frontage and wide-open water views, this property delivers the serenity of lake living with the convenience of Seminole County’s most coveted amenities. Whether your ideal afternoon is launching a boat, paddling the Wekiva River, or unwinding while deer stroll through the yard, this address puts nature at your doorstep. The home has been thoughtfully updated to support a low-maintenance lifestyle. Fresh 2025 interior and exterior paint, a newer roof 2022, upgraded windows and doors installed in 2024, and a paver driveway and pool deck added in 2020 create a clean, modern feel. Inside, newer appliances and a 2019 AC system support comfort year-round. Two master suites provide flexibility, including the option for a mother-in-law suite or multi-generational living. A massive picture window frames the water perfectly, giving the living spaces a tranquil, postcard-worthy backdrop. Your oversized pool comes heated, with a pool heater installed 2024. The neighborhood is a rare gem for active residents. Enjoy three community parks, private Wekiva River access, members-only Lake Brantley beach and boat ramp, and more than ten tennis and pickleball courts. With Wekiva Springs State Park just moments away, adventure comes standard. For buyers who crave space, privacy, and a lifestyle built around the outdoors, this home is the invitation you have been waiting for.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Simone Wickham (407-283-5275)

Remarks: Under contract-accepting backup offers. Welcome to this one-of-a-kind retreat tucked away in the highly desirable Sabal Green community of Longwood, where privacy, charm, and location come together beautifully. Nestled at the end of a peaceful oversized circular cul-de-sac with no through traffic and enhanced by a side easement providing extra separation from the neighboring home, this distinctive 3-bedroom, 2-bath residence offers a rare sense of serenity while keeping you close to everything Central Florida has. Just minutes from the natural beauty and endless outdoor recreation of Wekiwa Springs State Park, residents can enjoy kayaking, hiking, swimming, biking trails, and abundant wildlife, while also being conveniently located near exceptional dining, shopping, major roadways including I-4 and SR 434, and one of Central Florida’s last classic shopping destinations, Altamonte Mall. Inside, the home welcomes you with rich maple hardwood flooring throughout and a stunning double-sided fireplace that creates the perfect ambiance whether relaxing in the spacious living room or entertaining guests in the elegant dining area accented by beautiful wood inlay terracotta flooring that continues seamlessly into the kitchen. The thoughtfully designed kitchen also features its own dedicated under-counter water heater for added convenience. The expansive 19x9 screened lanai opens to an outdoor oasis where a pathway leads to a charming new 12x12 gazebo with brick flooring overlooking a tranquil pond filled with abundant wildlife, creating the perfect setting for morning coffee or evening unwinding. A substantial 36x21 elevated wood deck, accessible both from the backyard staircase and directly from the primary suite, offers yet another incredible space to enjoy the peaceful surroundings. The spacious primary retreat is designed for comfort with direct deck access, a luxurious garden tub, walk-in shower, dual vanities topped with Silestone quartz, and a spa-like feel. Additional highlights include irrigation for easy lawn maintenance and a setting that offers both seclusion and accessibility. This is more than a home—it’s a private sanctuary in one of Longwood’s most convenient and naturally beautiful locations.

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: Tom Langmann (321-229-2041)

Remarks: Welcome to a truly unique opportunity in the heart of Historic Downtown Longwood, where charm, flexibility, and location come together in one exceptional property. Whether you're seeking a distinctive residence, a live/work lifestyle, or an investment with future potential, this historically designated property offers endless possibilities. Situated on an oversized lot with ample private parking, the property features four spacious rooms that can function as bedrooms, offices, creative studios, or flex spaces, along with a convenient kitchenette, half bath, handicap-accessible ramp, and excellent visibility near a prominent corner location. Recent improvements include a newer roof, newer HVAC system, and a transferable termite protection plan for added peace of mind. Zoned for residential, commercial, or mixed-use applications—including offices, boutique retail, bed and breakfast, professional services, and more—this property offers rare versatility in one of Seminole County's most desirable downtown districts. Enjoy a vibrant, walkable lifestyle just steps from Reiter Park, SunRail, local restaurants, shops, community events, and municipal buildings. With no HOA, potential for expansion, and a location rich in history and community character, this is a rare opportunity to live, work, invest, or create something truly special in Historic Longwood. Schedule your private showing today and discover the possibilities.

Listing is courtesy of: WATSON REALTY CORP (407-332-6000)

Listing Agent: Sarita Cabrera (321-438-4479)

Remarks: Short Sale. Approved Short Sale. Welcome to your peaceful oasis located on a full acre. Spacious floor plan with generous living area and kitchen featuring built-in stove and oven. Additional bedrooms create flexibility for family, guests, or a home office. Enjoy Florida living with your backyard pool and oversized yard—ideal for entertaining, pets, or future expansion. Conveniently located near schools, shopping, dining, and major highways. Rare opportunity for a one-acre pool home.

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: Welcome to this beautiful four bedroom two bath split plan pool home in one of the most sought-after neighborhoods in the Lake Brantley school district. With over 2500 sq ft of thoughtfully designed living space, this property welcomes you with an open floor plan featuring vaulted ceilings, skylights, plenty of natural light and beautiful pool views. The kitchen, with gas range, overlooks the dining and living rooms, making it perfect for gatherings. The primary suite offers a private retreat with a spacious layout, walk-in closet and en-suite bathroom with separate tub and shower. The three additional bedrooms provide flexibility for guests, a home office or hobbies, all bright with ample storage. Outside, enjoy a fully fenced backyard with a screened in pool and covered patio. This well cared-for home is also equipped with a 20kW generator with transfer switch. Additional highlights include a large dedicated laundry/mud room, an updated electrical panel, irrigation system, new roof 2015, re-plumb 2022. This home is spacious with funcionality. Don't miss it! Buyer to verify measurements. This home is being sold AS-IS.

Listing is courtesy of: CARDI REALTY INC (321-263-5834)

Listing Agent: Diana Ardolina (407-448-9953)

Remarks: Welcome into a beautifully updated home featuring soaring ceilings, clerestory windows near the ceiling flood the room with abundant natural light, making the space feel fresh, inviting, and even more spacious, revealing warm modern finishes throughout. The stunning great room showcases a dramatic floor-to-ceiling rustic stone fireplace, creating a cozy focal point while enhancing the home’s open, airy feel. Light wood luxury vinyl flooring flows seamlessly throughout the living spaces, adding warmth and sophistication. The thoughtfully designed kitchen offers bright open shelving, modern finishes, ample prep space, and a charming dining nook bathed in sunlight. Beautifully updated bathrooms featuring designer finishes, stylish vanities, and thoughtfully curated details. The master bedroom’s bathroom offers a clean, modern retreat with a warm, spa-like feel and wooden dual-sink vanity, sleek fixtures, and a glass-enclosed walk-in shower, dark geometric flooring adding depth and designer appeal. The secondary bath offers timeless charm with elevated finishes, a dual-sink vanity in a soft muted sage tone is complemented by gold hardware and elegant arched mirrors, creating warmth and character. The home’s inviting exterior blends timeless stone accents with fresh landscaping, delivering curb appeal and character, a newer roof replaced in 2020 and in a community with no HOA. With expansive living spaces, natural textures, and an effortless blend of comfort and style, this home is perfect for both everyday living and entertaining.

Listing is courtesy of: THE BRAHMIN GROUP (407-463-9477)

Listing Agent: Kishan Brahmin (407-690-3666)