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235 Tollgate Trail, Longwood
$480,000
4 Beds ⋅ 2 Baths ⋅ O6449575 MLS
Welcome to this beautifully 4 bedroom, 2 bathroom home in the desirable Woodlands community in Longwood! Thoughtfully designed with a versatile layout and inviting living spaces, this home offers the perfect blend of comfort, functionality, and Florida living. Upon entry, you are welcomed into a spacious formal living room, offering an ideal setting for a home office or elegant sitting area. The home flows naturally into the kitchen and adding warmth and character is a dining area that features a fireplace, for relaxing evenings to create a wonderful setting for everyday meals and entertaining. The kitchen features modern appliances and ample wood cabinetry, providing plenty of storage for all your culinary essentials while keeping everything within easy reach. Continue toward the rear of the home to discover an additional flexible living space with direct access to the backyard. Whether envisioned as a playroom, media room, hobby space, or an inviting area for entertaining guests, this versatile room offers endless possibilities to suit your lifestyle. Skylights throughout the home enhance the interior with natural light, that create a bright and welcoming atmosphere. The desirable split bedroom floor plan provides added privacy, while the primary bedroom offers a comfortable retreat complete with a walk-in closet. A secondary bedroom conveniently located adjacent to the primary bedroom offers exceptional versatility and can serve as a nursery, home office, or private sitting room. The remaining bedrooms provide additional flexibility for family members, guests, or creative use to suit your needs. Step outside to enjoy the backyard, offering room to unwind, entertain, garden, or create your own outdoor oasis. With multiple living areas, a flexible floor plan, and spaces designed to adapt to your needs, this home offers far more than just bedrooms and bathrooms, it offers room to live, work, relax, and grow. Located in the established Woodlands community, you will enjoy convenient access to nearby shopping, dining, major roadways, and everyday essentials. If you are searching for a home that combines character, versatility, and generous living space in a desirable Longwood location, this is an opportunity you won't want to miss!

235 Tollgate Trail, Longwood
338 Nebraska Avenue, Longwood
$410,000
3 Beds ⋅ 3 Baths ⋅ O6447230 MLS
Welcome to this unique 3-bedroom, 3-bath ranch home situated on a spacious .34-acre homesite in the established Sanlando Springs area of Longwood. Offering 1,904 square feet of living space, this property features a flexible floor plan with a rare walk-out lower level that is ideal for guest quarters, a multigenerational living arrangement, home office, media room, 4th bedroom (with the addition of a closet), or private in-law suite complete with its own bathroom and wet bar. The main living area showcases stone countertops, wood, laminate, and tile flooring, along with generous natural light throughout. Energy-conscious buyers will appreciate the owned solar system and durable metal roof. Outside, enjoy an oversized fenced backyard, patio, front porch, and covered carport parking. Conveniently located near shopping, restaurants, medical facilities, major roadways, SunRail, Cranes Roost, Altamonte Mall, and everyday services, this home offers outstanding accessibility while maintaining a residential neighborhood feel. An added benefit is the nearby transformation of the former Rolling Hills Golf Course into the new Rolling Hills Community Park, a significant Seminole County investment that will feature approximately four miles of trails, recreational amenities, pavilions, scenic overlooks, and expansive open green space for residents to enjoy.

338 Nebraska Avenue, Longwood
107 Sunset Drive, Longwood
$449,900
4 Beds ⋅ 2 Baths ⋅ O6444477 MLS
POOL HOME+PAID-OFF SOLAR PANELS! Welcome to this spacious 4-Bedroom. 2-Bathroom home featuring an excellent floor plan, generous llvlng areas. and Inviting outdoor spaces. Enjoy the Florida lifestyle wllh a private pool and expansive porch. perfect for relaxing. entertaining. and creating memorable moments with family and friends. The thoughtfully designed layout provides bolh comfort and functionality. offering plenty of space for everyday Jiving. Fully paid-off solar panels add an attractive energy-conscious benefit for the next homeowner A wonderful opportunity to own a spacious home with desirable indoor and outdoor features.

107 Sunset Drive, Longwood
1940 Deerview Place, Longwood
$875,000
4 Beds ⋅ 3 Baths ⋅ A4707622 MLS
Virtually Staged. Stunning Lakefront Pool Home in Gated Community, in Longwood, Florida. This residence offers the perfect combination of space, privacy, comfort, and Florida living. Located in the desirable gated Hidden Cove community, it features 3,104 square feet of open floor plan living space, 4 bedrooms, and a studio room, plus a large second floor bonus room, 3 bathrooms, the kitchen has a nook, and an oversized 3-car garage. Conveniently located in Longwood, with easy access to Lake Mary, shopping, dining, major highways, and everything Central Florida has to offer. The generous lot of approximately 0.41 acres provides a wonderful sense of openness, while mature landscaping complements the home’s attractive Mediterranean-inspired architecture and tile roof. The home has a spacious, light-filled floor plan and beautiful views to Lake Myrtle, that make this home special. The primary suite and all bedrooms are located on the first floor, while multiple living and dining areas provide plenty of room for entertaining, relaxing, or working from home. A versatile 2nd floor large bonus room adds even more flexibility for a home office, media room, game room, or guest space. The heart of the home opens toward an exceptional outdoor living area: Step outside to your screened lanai, private pool and heated spa, where you can enjoy Florida living throughout the year. Beyond the pool is one of the property’s most appealing features: peaceful Lake Myrtle views, creating a beautiful backdrop for morning coffee, afternoon relaxation, and spectacular Florida sunsets. Canoeing and fishing, and walking or jogging along the shores are part of the nature activities the community offers. Additional highlights include a spacious kitchen with island, breakfast bar and adjacent nook, formal living and dining areas, family room, interior laundry, ample storage, and a split-bedroom layout designed for both privacy and functionality. A 3-car garage has beautiful epoxy flooring, and an EV electric car port. Take the rare opportunity to enjoy a pool home on a lake, inside the privacy of a gated community, and enjoy the relaxation in your own pool and spa. You will especially enjoy how the home combines indoor and outdoor living. Whether having morning coffee overlooking the lake, relaxing by the pool, entertaining family and friends on the lanai, or simply enjoying the sunset, there is always a special place to unwind.

1940 Deerview Place, Longwood
136 Glendale Drive, Longwood
$575,000
4 Beds ⋅ 3 Baths ⋅ O6443307 MLS
A beautifully renovated, move-in ready family home with over 2,600 square feet of living space is now available in the established Winsor Manor community of Longwood. This 4-bedroom, 3-bathroom, single-story property offers the space, fresh modern finishes and long-term peace of mind every growing family deserves. Step inside to a bright, open layout featuring vaulted ceilings, plenty of natural light, brand new flooring, fresh paint and modern fixtures throughout. The fully renovated kitchen takes center stage with solid wood shaker cabinets featuring soft-close hinges, elegant Quartz countertops and brand new appliances. All bathrooms have been completely renovated with a fresh modern feel, while major improvements including a brand new roof installed just weeks ago, a newer and fully serviced AC and new water heater offer the kind of worry-free ownership that lets you focus on what really matters - making everlasting memories with your family. One of the home's most impressive features is the oversized enclosed rear porch, creating a massive additional gathering area where the entire family can come together for holidays, birthdays and weekend get-togethers without ever feeling cramped. Outside, a large backyard and spacious two-car garage provide even more room to enjoy everyday family life. Set on a 0.28-acre lot within the well-established Winsor Manor neighborhood, you'll enjoy mature surroundings and welcoming neighbors in a community that has stood the test of time. Conveniently located just minutes from SR 434, I-4, the Seminole-Wekiva Trail, shopping, dining and everyday necessities, with easy access to Altamonte Springs, Lake Mary, Maitland and the greater Orlando area, this home truly offers the ideal combination of space, comfort and location. At $575,000, this is a fantastic opportunity to plant roots in Longwood in a home that's already been completely refreshed for its next family. Reach out to your preferred real estate professional today to schedule your private showing before it's gone.

136 Glendale Drive, Longwood
330 E Evergreen Avenue, Longwood
$220,000
2 Beds ⋅ 2 Baths ⋅ O6443106 MLS
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
328 E Evergreen Avenue, Longwood
$230,000
2 Beds ⋅ 2 Baths ⋅ O6443094 MLS ⋅ 328 BLDG.
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
1879 Lake Emma Road, Longwood
$700,000
4 Beds ⋅ 3 Baths ⋅ O6440075 MLS
Wow! BACK ON THE MARKET! Just over TWO ACRES in the Lake Mary Longwood area! NO HOA! Two separate homes, a main home and guest home on just over two cleared and level acres in the heart of the Longwood - Lake Mary area. Main home has four bedrooms and three full baths and features three levels with original hardwood floors, plantation shutters and a wood burning fireplace. Guest house is a one bedroom, one bath with a living and dining combination and kitchen. Plenty of room for rebuilding, remodeling, or expansion plans - put your own personal touches on things and make this your family compound! Irrigation system covers entire TWO+ acres. Zoned A-1 which allows for livestock and chickens. Lot can be subdivided. This outstanding location affords copious amounts of shopping and restaurants within ten minutes' travel. Lake Emma Road connects Longwood with Lake Mary and the location is very convenient to I-4, Lake Mary Blvd, and SR 434.

1879 Lake Emma Road, Longwood
1539 Grace Lake Circle, Longwood
$599,900
4 Beds ⋅ 3 Baths ⋅ TB8545665 MLS
Stunning 4-bedroom, 3-bathroom home featuring fresh exterior and interior paint, along with new LVP flooring and new carpet throughout. The dramatic living room impresses with soaring vaulted wood-paneled ceilings, a striking floor-to-ceiling brick fireplace, and walls of windows and French doors that flood the space with natural light. The beautifully updated kitchen boasts crisp white cabinetry, sleek black countertops, and stainless steel appliances, opening to a bright breakfast area. Bathrooms feature stylish black-framed mirrors and modern fixtures for a fresh, updated feel. Step outside to a true backyard oasis, complete with a sparkling pool, covered patio with wood-beamed ceiling, and a fully fenced yard, perfect for entertaining or relaxing in privacy. With its blend of character, space, and resort-style outdoor living, this home is a must-see.

1539 Grace Lake Circle, Longwood
880 Seminole Avenue, Longwood
$370,000
3 Beds ⋅ 2 Baths ⋅ V4950755 MLS
Welcome to this spacious 3-bedroom, 1.5 bath pool home in Longwood, FL, offering comfortable single-story living, an oversized screened outdoor area, and a large backyard with plenty of room to enjoy the Florida lifestyle. Major updates add extra peace of mind, including a brand-new roof that is less than a year old, newer HVAC system, and newer water heater. Inside, the home features a bright, functional layout with wood-look flooring throughout the main living areas, a spacious living room, dedicated dining space, and an updated kitchen with white cabinetry, granite countertops, stainless steel appliances, abundant storage, and a breakfast bar with additional seating. The flexible floor plan offers three comfortable bedrooms, including a generously sized primary bedroom, plus additional space that works well as a home office, playroom, workout area, or flex space. Step outside to one of the home's standout features: the screened-in swimming pool and expansive screened patio area. With approximately 23' x 35' of screened outdoor space, there's plenty of room for lounging, entertaining, grilling, and enjoying the pool while taking advantage of Central Florida's year-round outdoor lifestyle. The property also offers an attached garage, interior laundry area with washer and dryer, additional storage space, a backyard shed, and a large fenced yard. The spacious lot provides room for outdoor activities, pets, gardening, or simply relaxing at home. Conveniently located in Longwood, Seminole County, this home offers easy access to shopping, dining, parks, schools, major roadways, and surrounding Central Florida communities. Whether you're searching for a Longwood pool home, single-family home with a fenced backyard, one-story home, or an updated Central Florida home with a newer roof, HVAC, and water heater, this property delivers a great combination of space, functionality, major updates, and Florida living.

880 Seminole Avenue, Longwood
580 Devonshire Boulevard, Longwood
$470,000
4 Beds ⋅ 2 Baths ⋅ O6431474 MLS
Virtually Staged. Welcome to 580 Devonshire Boulevard, a beautifully updated four-bedroom, two-bath pool home located in the Devonshire community of Longwood. The welcoming single-story exterior features a modern neutral color palette, covered two-car carport, fresh landscaping, updated exterior lighting, mature trees, and clean architectural lines. A private gated entry leads to the front entrance, creating a secure and inviting arrival. Access to the spacious courtyard patio from the carport features freshly finished concrete, decorative rock landscaping, privacy walls, and expansive sliding glass doors that create a seamless indoor-outdoor connection. Inside, the bright foyer opens into an airy living room featuring wide-plank wood-look flooring, recessed lighting, neutral finishes, overhead skylights, and abundant natural light. The updated kitchen showcases bright shaker cabinetry, quartz-style countertops, a full subway tile backsplash, stainless steel appliances, sleek hardware, and an oversized center island with pendant lighting, storage, prep space, and casual seating. The adjoining dining area features a modern statement light fixture and sliding glass doors overlooking the courtyard, creating an ideal setting for everyday meals and entertaining. The spacious primary bedroom offers wood-look flooring, neutral finishes, expansive sliding glass doors, courtyard views, and convenient access to the private en-suite bathroom. The updated primary bath features shaker-style vanity, solid-surface countertop, modern fixtures, a framed mirror, and a walk-in shower with marble-look tile, rainfall showerhead, built-in shelving, and contemporary accents. Bedrooms two through four feature wood-look flooring, modern lighting, ample closet space, and natural light. One secondary bedroom also provides sliding glass doors with direct access to the outdoor living area, offering flexible use as a guest room, office, or additional living space. The updated guest bathroom includes a spacious dual-sink vanity, solid-surface countertops, modern fixtures, an oversized mirror, and a tub-and-shower combination surrounded by full-height subway tile. Step outside to the spacious screened pool area featuring a covered patio, expansive deck space, privacy walls, and a refreshing in-ground pool. This enclosed outdoor retreat offers plenty of room for lounging, dining, and entertaining while enjoying Florida living throughout the year. A functional laundry and storage room provides washer and dryer connections, a utility sink, built-in shelving, and generous space for household supplies, tools, and additional storage. Conveniently located near shopping, dining, parks, schools, and major roadways, this thoughtfully updated Devonshire home combines modern finishes, flexible living spaces, private outdoor areas, and an exceptional Longwood lifestyle.

580 Devonshire Boulevard, Longwood
442 Homer Avenue, Longwood
$589,900
4 Beds ⋅ 2 Baths ⋅ O6430959 MLS
Virtually Staged. WELCOME HOME TO THIS SPACIOUS 4-BEDROOM, 2-BATH POOL HOME OFFERING THE PERFECT BLEND OF CHARACTER, UPDATES, AND FLORIDA LIVING! Situated on a fully fenced lot with RV parking, this solid block home offers exceptional space, thoughtful updates, and plenty of room to entertain. Step through the hardwood entryway into the inviting living room, where you'll find a cozy fireplace that also connects to the primary bedroom, creating warmth and charm throughout the home. Just beyond is the beautifully remodeled kitchen featuring a large center island, farmhouse sink, ample cabinetry, pantry, and generous prep space—perfect for everyday living and entertaining. The adjoining family room flows seamlessly into the incredible climate-controlled Florida room, complete with heating, air conditioning, and its own stunning stone fireplace, making it the perfect year-round gathering space overlooking the backyard and pool. The spacious primary suite offers private access to the Florida room, a large walk-in shower, dual vanities, and generous closet space. The secondary bathroom has been beautifully remodeled with dual sinks and an updated shower. The additional bedrooms are all generously sized, including one with a walk-in closet and another featuring French doors leading to the backyard along with its own walk-in closet. The dining room includes custom built-in storage, while additional linen, utility, and pantry storage provide functionality throughout the home. Outside, you'll enjoy your own private backyard retreat featuring a sparkling pool with a new pool pump (2026), a fully fenced yard, RV parking, and plenty of space for entertaining, pets, or gardening. The climate-controlled two-car garage features a new electrical panel, laundry area, and is complemented by an additional carport. A generator transfer switch is also already installed for added peace of mind. Major updates include a new addition completed in 2024, new septic system and drain field installed in 2024, repiped plumbing, new HVAC system, roof replaced in 2017, flat roof replaced in 2021, and a new electrical panel. The home is on septic, and while a well is present, it is not currently in use. Conveniently located just minutes from Historic Downtown Longwood, SunRail, I-4, shopping, dining, top-rated Seminole County schools, Big Tree Park, and Wekiwa Springs State Park, this home offers the perfect combination of space, comfort, and convenience. Don't miss your opportunity to own this one-of-a-kind Longwood home. Schedule your private showing today!

442 Homer Avenue, Longwood
214 E Church Avenue, Longwood
$366,000
3 Beds ⋅ 3 Baths ⋅ O6415448 MLS ⋅ Montery BLDG.
This beautifully maintained 3-bedroom, 2.5-bath townhome was built in 2023 and has been barely lived in, offering the feel of brand-new construction without the wait. Featuring approximately 1,488 square feet of thoughtfully designed living space, this home boasts an open-concept floor plan perfect for both everyday living and entertaining. The modern kitchen showcases stainless steel appliances, ample cabinetry, generous counter space, and a convenient breakfast bar overlooking the spacious living and dining areas. Upstairs, you'll find a private owner's suite with a walk-in closet and en-suite bath, along with two additional bedrooms, a full bathroom, and a dedicated laundry area. Enjoy the convenience of a 2-car garage, smart home features, and low-maintenance townhome living. Located just minutes from Historic Downtown Longwood, SunRail, shopping, dining, parks, and major roadways, this move-in ready home offers the perfect blend of comfort, style, and location. Don't miss your opportunity to own this like-new townhome in one of Longwood's most convenient locations!

214 E Church Avenue, Longwood
1889 Ranchland Trail, Longwood
$899,900
4 Beds ⋅ 3 Baths ⋅ V4948599 MLS
Welcome to this beautifully renovated 4-bedroom, 3-bathroom pool home, perfectly situated on 2 acres of agricultural land in Longwood with Lake Mary city limits. Originally designed as an equestrian estate, this unique property offers the perfect blend of modern living and rural charm. The home was completely updated in 2022 and features a stylish kitchen with newer cabinetry, granite countertops, and ample space for entertaining. All bathrooms have been thoughtfully renovated with elegant ceramic tile, glass-enclosed showers, and LED mirrors, creating a sleek, contemporary feel. The spacious primary suite offers a comfortable retreat with a large walk-in closet, while the additional three bedrooms are generously sized and include built-in closets. Step outside to enjoy your private oasis—featuring a fully resurfaced pool and freshly painted pool deck, ideal for relaxing or hosting gatherings. The expansive property also includes approximately 8,000 square feet of installed pavers throughout the driveway and surrounding areas, adding both functionality and curb appeal. Equestrian enthusiasts will appreciate the well-equipped barn with 4 stalls, a feed room, and 4 shower poles—ready for your horses or farm animals. Additional upgrades include a new roof (2022), new well system and pump, tankless water heater, fence and an electric gated entrance for added privacy and security. This one-of-a-kind property offers space, upgrades, and versatility—don’t miss your opportunity to own a truly special estate. Schedule your private showing today!

1889 Ranchland Trail, Longwood
895 Pasadena Avenue, Longwood
$450,000
6 Beds ⋅ 4 Baths ⋅ O6338561 MLS
Unique Large Duplex, 1 unit faces Highland St and 1 unit faces Pasadena Ave,Large Corner Lot, Brand New Roof,New Gutters,Electrical Updated,I New AC system,Fenced Yard, Great Value

895 Pasadena Avenue, Longwood

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