Longwood Homes with Garden Exterior Features

Longwood Homes with Garden Exterior Features

Welcome to Longwood, Florida – a charming gem nestled in the heart of Seminole County. Known for its picturesque landscapes and friendly community, Longwood offers a perfect blend of suburban tranquility and vibrant city life. With its lush greenery, beautiful parks, and a rich history, this city is an ideal place for families, young professionals, and retirees alike.

One of the standout features of Longwood is its stunning homes, many of which boast exquisite garden exterior features. Imagine coming home to a property surrounded by vibrant flowers, manicured lawns, and serene outdoor spaces that invite relaxation and outdoor living. These homes not only offer spacious interiors but also provide the perfect canvas for gardening enthusiasts and those who appreciate the beauty of nature. Whether it's a charming cottage with a quaint flower garden or a modern home with a sprawling backyard, the options are as diverse as the residents themselves.

Longwood is also conveniently located near major highways, making commuting a breeze. Residents enjoy easy access to the bustling city of Orlando, renowned for its entertainment, shopping, and dining experiences. Yet, despite its proximity to urban amenities, Longwood maintains a peaceful ambiance, making it an oasis for those seeking a slower pace of life.

With its beautiful homes and inviting community spirit, Longwood is more than just a place to live – it’s a place to thrive. Discover the charm of this delightful city and find your dream home amidst the lush gardens and welcoming neighborhoods.

Newest Longwood Homes with Garden Exterior Features

$999,999
4 Beds ⋅ 4 Baths ⋅ O6443501 MLS
Welcome to this stunning One-Acre Estate Home with custom upgrades and a resort-style backyard. This 4 bedroom, 3.5-bath home is thoughtfully designed with numerous custom upgrades, elegant architectural details, and exceptional spaces for both everyday living and entertaining. Step through the covered front porch into an impressive foyer featuring soaring ceilings, a formal sitting area, and a formal dining room. The gourmet kitchen is a true centerpiece, offering granite countertops, handcrafted cabinetry, abundant counter space and storage, a closet pantry, and a dedicated wine bar with built-in wine racks. The adjacent eat-in area overlooks the pool and backyard, while abundant natural light fills the space. The spacious gathering room features dramatic wood ceilings, a brick wood-burning fireplace, and beautiful travertine flooring, creating a warm and inviting atmosphere. Multiple French doors provide seamless access to the spectacular outdoor living spaces. The expansive primary suite offers a private sitting area and a separate retreat room that can be used as a relaxation space, exercise area, or home office. Two oversized walk-in closets provide exceptional storage, while French doors offer direct access to the covered patio. The luxurious primary bathroom features soaring ceilings, a large garden tub, separate walk-in shower, dual vanities with generous counter space, and a private niche. An exterior French door leads to a secluded private courtyard. A convenient powder room serves the main living areas. On the opposite side of the home are two additional spacious bedrooms and a pool-planned bathroom designed with outdoor living in mind. A beautiful spiral staircase leads upstairs to the fourth bedroom, complete with a unique built-in bed that can easily be tucked away into the wall when not in use. The bedroom features its own private bathroom and connects to a versatile bonus room—perfect for a home office, den, media room, or additional living space. The bonus room overlooks the gallery area below, adding to the home's impressive architectural character. The interior laundry room offers extensive cabinetry and storage. A side-entry three-car garage provides ample parking and storage, complemented by an oversized driveway with abundant additional parking. Outside, prepare to be impressed by the private backyard oasis. Multiple French doors open to a beautiful covered patio featuring five separate sitting areas, all overlooking the sparkling pool. The pool and patio area are enclosed by an attractive iron fence, while the private one-acre property continues beyond the fenced enclosure, providing plenty of additional yard space and privacy. Beautifully landscaped and designed for entertaining, this remarkable estate combines spacious indoor living, custom craftsmanship, and resort-style outdoor living—all set on a picturesque one-acre lot. A truly distinctive home offering space, privacy, custom details, and an exceptional setting for enjoying the Florida lifestyle. Convenient location to restaurants, shopping and major highways.

1820 Wingfield Drive, Longwood

$405,000
4 Beds ⋅ 2 Baths ⋅ FC321243 MLS
Welcome to 428 Longwood Circle, a beautifully updated 4-bedroom pool home situated on an oversized 0.36-acre lot in desirable Seminole County. This home offers the perfect combination of comfortable indoor living and a private backyard designed for entertaining, relaxing, and gardening. Inside, you’ll find a renovated kitchen featuring white cabinetry, quartz countertops, stainless steel appliances, and added dining room storage cabinetry. The refrigerator was replaced in 2025, with the remaining kitchen appliances updated in 2022 and new washer and dryer 2022. The bathrooms have also been renovated, along with updated light fixtures and ceiling fans throughout the interior and exterior. Step outside to your own private retreat featuring a sparkling pool, renovated covered lanai, freshly stained pool deck and pergola, and a spacious fully fenced backyard. Mature, low-maintenance landscaping provides plenty of privacy and includes mango and loquat trees, plus a separately fenced pet area. There is ample space for entertaining, gardening, or simply enjoying Florida living year-round. Additional features include a detached 400-square-foot garage, a 10x18 storage shed, interior laundry, updated electrical and A/C in 2019, and a replaced water heater. Conveniently located near shopping, dining, schools, and major roadways, this move-in-ready Longwood home offers privacy, space, and an incredible backyard lifestyle all offered at $405,000

428 Longwood Circle, Longwood

$782,000
4 Beds ⋅ 2 Baths ⋅ O6432765 MLS
BRAVO! Welcome to Wayland Fields, a beautifully reimagined residence in Sweetwater Oaks—one of the area’s most desirable enclaves, known for custom homes, mature surroundings, and refined Florida living. Situated on an oversized 1.56-acre lot including a natural creek, this single-story split-plan residence offers 4 bedrooms, 2.1 bathrooms, a 2-car garage, and 2,300 square feet of thoughtfully redesigned living space. Elevated finishes, elegant design, and all-new tempered custom energy-efficient windows and doors create a bright, open atmosphere while framing serene views of the expansive outdoor setting. At the heart of the home, the D’Nook Bespoke kitchen serves as a true focal point. Designed for both everyday living and entertaining, it features a statement island, custom soft-close cabinetry, quartz countertops, real wood finishes, integrated pantry storage, premium appliances, a dedicated breakfast bar, and a discreet appliance garage. The custom cooking area overlooks the brand-new saltwater pool, creating a seamless connection between indoor living and outdoor entertaining. The main living area is anchored by a tailored fireplace finished in hand-troweled brick veneer, complemented by custom built-in cabinetry and architectural lighting that add warmth, texture, and dimension. The approximately 500-square-foot owner’s suite provides a private retreat, complete with direct pool access, a spacious walk-in closet, a custom dual vanity with dedicated USB and electrical connections, and a marble-detailed shower with spa-inspired finishes. Three additional bedrooms provide flexible space for guests, a home office, fitness room, or creative studio. Recent upgrades include a new roof (2026), new custom saltwater pool and deck (2026), custom upgraded tempered windows (2026) , with all new major systems completed in 2026 and more! Residents of Sweetwater Oaks enjoy private Lake Brantley access with boating, tennis, pickleball, volleyball, basketball courts, two playgrounds, an exclusive beach, and clubhouse access. Centrally located just 20 minutes from Downtown Orlando and approximately 40 minutes from Disney and the coast, Wayland Fields delivers a refined Florida lifestyle on a rare oversized homesite.

114 Wayland Circle, Longwood

$344,900
3 Beds ⋅ 2 Baths ⋅ O6434014 MLS ⋅ 419 BLDG.
Welcome home to this charming 3-bedroom, 2-bathroom end-unit townhome offering over 1,200 square feet of warm, family-friendly living space in Longwood's highly sought-after Governors Point community within top-rated Seminole County. Tucked away on a desirable end lot, this home greets you with manicured landscaping and a private attached garage before stepping into an expansive main living area. Inside, dramatic vaulted ceilings, twin dual-level ceiling fans, rich dark wood flooring, and a sunlit skylight immediately capture your eye. A cozy tiled corner fireplace forms a warm focal point, while large sliding glass doors open directly to the outdoor living area. Designed for seamless entertaining, the open living room connects effortlessly to a fully equipped kitchen featuring rich wood cabinetry, stainless steel appliances, a mosaic tile backsplash, and a wet bar island complete with a built-in wine cooler, overhead glass rack, and breakfast bar seating. The main suite serves as a quiet sanctuary with soaring vaulted ceilings, dark wood floors, private sliding glass door access to the screened porch, and an en-suite bathroom highlighted by a dark granite vanity and a walk-in shower wrapped in custom marble-look tile with frameless glass doors. Each bedroom includes ceiling fans, dark wood floors, and custom closet organizers with built-in shelving, including double French doors on one room for flexible use as an office, nursery, or playroom. The hall bathroom features a sleek glass vanity countertop, modern vessel sink, and tub/shower combination. Step outside to enjoy a private, fully screened back porch equipped with a ceiling fan and string lights, leading directly to an extended brick paver patio and a fully fenced, oak-shaded backyard bordered by river rock garden beds. Beyond the property, you'll love the unbeatable location just minutes from top-rated Seminole County schools, local parks, prime dining, everyday shopping, and fast access to major highways like I-4 and SR-434 for an effortless commute. Move-in ready, stylishly upgraded, and perfectly positioned—don't miss your chance to call this Longwood gem home before it's gone!

419 Newton Place, Longwood

$265,000
2 Beds ⋅ 2 Baths ⋅ O6432083 MLS ⋅ 178 BLDG.
Virtually Staged. Easy Living in the Heart of Sabal Point | New A/C | New Electrical Panel | Top-Rated Schools Welcome to San Marcos Villas at Sabal Point, where comfort, convenience, and low-maintenance living come together. This bright and spacious 2-bedroom, 2-bathroom condo features a highly desirable split-bedroom floor plan and numerous updates, including a newer A/C system and newer electrical panel. The HOA takes care of the roof, lawn maintenance, landscaping, and more, allowing you to enjoy a truly carefree lifestyle. Step inside to discover soaring ceilings, expansive windows, and an open-concept living and dining area filled with natural light. The inviting living room centers around a charming wood-burning fireplace, creating the perfect space for relaxing or entertaining. The kitchen offers ample cabinet storage, a cooktop, built-in microwave, wall oven, butcher-block workspace, and a cozy breakfast nook ideal for morning coffee. The spacious primary suite is privately located and features a large walk-in closet and an en-suite bath with dual vanities, abundant storage, and a walk-in shower with built-in seating. The secondary bedroom and full bath are situated on the opposite side of the home, providing privacy for guests or family members. An in-unit laundry area adds everyday convenience. Unwind on your private screened lanai overlooking a peaceful garden setting, the perfect place to enjoy Florida's beautiful weather year-round. Located in one of Seminole County's most sought-after communities, you'll enjoy access to top-rated schools, excellent shopping and dining, and convenient access to major highways, making commuting a breeze.

178 W Sabal Palm Place Unit 178, Longwood

$1,350,000
5 Beds ⋅ 6 Baths ⋅ O6423982 MLS
A FRESH RE-LAUNCH IN SWEETWATER OAKS! Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.

306 N Sweetwater Cove Boulevard, Longwood

$474,900
4 Beds ⋅ 2 Baths ⋅ O6422710 MLS
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1341 S Ridge Lake Circle, a beautifully maintained 4 bedroom, 2 bathroom home offering nearly 2,000 square feet of comfortable living space in the heart of Longwood. Thoughtfully designed with a spacious and functional layout, this home provides the perfect balance of comfort, style, and versatility for both everyday living and entertaining. Natural light fills the inviting living areas, creating a bright and welcoming atmosphere throughout. The kitchen features real wood custom cabinetry, an extra large center island, bar cabinetry, a built in wine holder, a cast iron sink, granite countertops, and generous workspace. Matching cabinetry and granite countertops continue into the bathrooms, creating a cohesive and upgraded look throughout the home. The family room features a working fireplace, adding warmth and character to the main living area. The four bedroom layout provides flexibility for guests, a home office, hobbies, or additional storage, with ample closet space and garage shelving. Outdoor living is equally inviting with an extra large screened patio and a private backyard with no rear neighbors. Additional outdoor features include a community wall, newly planted fruit trees, spray sprinklers, solar lighting, and a solar illuminated house number sign. Additional highlights include exterior paint completed approximately two years ago, new gutters, a generator hookup, two attic access points, laundry room cabinetry, and recently replaced garage door springs. The HVAC system is in excellent working condition, with major components including the compressor and blower motor replaced approximately two years ago. At the same time, the control boards and relays were also replaced, enhancing the system's reliability and helping provide years of dependable, efficient performance. Perfectly situated in one of Longwood's most desirable areas, this home is just minutes from I-4, State Road 434, and Lake Emma Road, making commuting throughout Central Florida a breeze. Enjoy easy access to the shopping, dining, and entertainment options at Longwood Village, Longwood Hills Market, and Colonial TownPark in Lake Mary, all within approximately 5 to 10 minutes. Seminole Towne Center is also just 15 minutes away, while downtown Orlando can be reached in about 25 minutes. Zoned for highly regarded Seminole County schools, this home offers the added convenience of a private community access entrance to the school located just a few doors down, making the walk to school quick and easy. Parks, recreation, and everyday conveniences are also just moments away. Offering the perfect combination of space, comfort, thoughtful updates, and an unbeatable location, 1341 S Ridge Lake Circle is ready to welcome you home. Schedule your private showing today.

1341 S Ridge Lake Circle, Longwood

$949,900
4 Beds ⋅ 3 Baths ⋅ O6422173 MLS ⋅ N/A BLDG.
Virtually Staged. **The Springs Lifestyle. The Privacy of a RARE FREESTANDING HOME.** Some places are defined by the home. Others by the life that surrounds it, this is the best of both worlds! Welcome to **The Springs**, one of Central Florida’s most distinctive guard-gated communities, where an authentic natural freshwater spring lies at the heart of mature trees, winding roads and preserved natural beauty—an amenity other developments simply cannot recreate. Life here extends beyond your front door. Residents enjoy the natural spring, clubhouse and recreation facilities, tennis, pickleball, equestrian stables, trails and beautifully preserved common areas, all conveniently located near Maitland, Winter Park, Altamonte Springs, dining, shopping, major roadways and Central Florida destinations. There is a sense of arrival here—a quieter pace, greater privacy and a connection to nature that has become increasingly difficult to find. Mornings here often begin with birdsong and glimpses of native wildlife among the mature trees and lush surroundings—a daily reminder that life in The Springs feels connected to nature in a way newer communities simply cannot replicate. Within this remarkable setting, **128 Woodmill Road is a rare freestanding townhome with no shared walls**, combining the privacy and separation of a freestanding residence with the convenience of an easy **lock-and-leave lifestyle**. Its outdoor setting is equally distinctive, with **front, side and backyard areas**, lush landscaping, a private gated courtyard and an expansive rear deck that creates a natural extension of the living space. Multiple outdoor areas provide room to entertain, dine, relax or simply enjoy the surrounding greenery. Inside, the residence was **extensively redesigned in 2025** with professional oversight, architect involvement and structural engineering consultation. The result is a refined, contemporary home filled with natural light and thoughtfully designed for modern living. At its center is the **Signature Gourmet Kitchen**, featuring custom solid maple cabinetry, quartz surfaces, a waterfall island, workstation sink and professional-grade appliances. Carefully selected materials, designer finishes and extensive improvements continue throughout the residence, inside and out. The **spa-inspired baths** continue the same attention to design, featuring **solid-wood James Martin floating vanities**, refined finishes and a clean contemporary aesthetic that feels polished and relaxing. **Turnkey and move-in ready**, this property brings together qualities rarely found in one place: the natural lifestyle of The Springs, the privacy of a detached residence, meaningful outdoor space and the ease of a lock-and-leave home. ** furnishings may be available separately.**

128 Woodmill Road, Longwood

$1,695,000
4 Beds ⋅ 4 Baths ⋅ O6417257 MLS
Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude with breathtaking sunsets reflected across one of the region's most sought-after lakes. Encompassing over 3,800 square feet of living space, the residence is designed to keep the lake at the center of daily life. From the moment of entry, sweeping water views immediately capture attention, drawing the eye through the great room and beyond to the shoreline. Vaulted ceilings and expansive windows fill the home with natural light while creating a constant connection to the outdoors. The open-concept floor plan brings family and guests together with effortless flow between the living spaces, dining area and a beautifully appointed kitchen featuring Sub-Zero refrigeration, Wolf gas cooking and generous gathering space. Two primary suites, additional guest bedrooms, three-and-a-half baths and a dedicated game room provide flexibility for everyday living and extended stays with family and friends. Outdoor living is where this property shines. A sprawling brick-paver terrace surrounds the pool, creating multiple spaces for entertaining, relaxing and enjoying panoramic lake views. Beyond, an expansive wooden deck stretches toward the water and private boathouse, inviting spontaneous afternoons on the lake and sunset cruises just moments from home. Designed for serious lake enthusiasts, the boathouse features a 15,000-pound lift capable of accommodating a 24-foot boat along with three dedicated Jet Ski lifts. With over 190 feet of direct Lake Brantley frontage and a side canal, the property offers a level of privacy and waterfront access rarely found. A private beach and summer kitchen centered around a handcrafted tiled pizza oven create the perfect setting for lakeside gatherings long after the sun goes down. Adding to the appeal is a level of freedom increasingly difficult to find. Private well and septic systems, no HOA, a metal roof, double-insulated windows and doors and a whole-house standby generator provide independence, efficiency and peace of mind. Despite its secluded atmosphere, the property remains just minutes from Orlando, major airports, world-renowned attractions and Florida's beaches. Combining acreage, privacy and one of Central Florida's premier lakefront settings, this is more than a home. It is a waterfront lifestyle built around recreation, connection and unforgettable days on the water.

2201 Cove Court, Longwood

$550,000
3 Beds ⋅ 2 Baths ⋅ S5150078 MLS
Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole County Discover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find. Turnkey Income Generation This is more than a home — it's a smart investment. The property generates $3,200 monthly in rental income from a fully tenanted duplex featuring a 2-bedroom unit and a 1-bedroom unit, both with a newly renovated kitchen and modern appliances. With financials already in place, buyers need only a down payment — the rental income takes care of the rest. (Detailed financial analytics available upon request.) Endless Possibilities Zoned with flexibility in mind, this property is a rare blank canvas: Homestead your dream lifestyle with room to grow Launch a boutique farm — farm animals are welcome Develop commercially — strong rezoning potential for industrial or office use Open a Farm to Table Gourmet Restaurant Location That Has It All Nestled alongside the iconic Big Tree Park, you'll enjoy the tranquility of nature while remaining moments from city conveniences. Just minutes to Ronald Reagan Boulevard and Lake Mary Boulevard, with quick access to: Longwood SunRail Station — 4 min Lake Mary SunRail Station — 7 min Altamonte Springs — 10 min Orlando Sanford International Airport — 16 min Orlando International Airport — 39 min Lake Mary and Altamonte Springs Shopping Malls — 7-10 minutes away A Lifestyle, Not Just a Listing Owners are relocating, creating a rare window of opportunity for the right buyer. Whether you're an investor, entrepreneur, homesteader, or developer — opportunities of this caliber rarely come to market. How to Submit Your Interest With strong interest anticipated, buyers are encouraged to submit their highest and best interest using an escalation addendum. All interests will be reviewed no later than May 30th, 2026. Serene country living. Strong rental income. Commercial upside. All just minutes from the heart of the city.

1735 Timocuan Way, Longwood

$949,900
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, 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

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