Between $900,000 - $1 Million Longwood FL Real Estate, Homes, Condos for Sale

4 Beds ⋅ 4 Baths ⋅ Veramonte SubDv. ⋅ 32779 Zip Code

Elegant architectural details, soaring ceilings, and an expansive outdoor setting define this distinctive Longwood residence. Situated on approximately 0.70 acres, this four bedroom, three-and-a-half-bath home offers approximately 3,487 square feet of living space, complemented by a dedicated office and an upstairs loft. A paver driveway, tile roof, stone-accented entry, and mature landscaping create an inviting arrival. Inside, tray ceilings, crown molding, arched openings, and generous windows bring character and natural light to the formal living and dining areas. The dramatic two-story family room serves as the heart of the home, with an open staircase, upper-level overlook, and sliding glass doors connecting to the covered lanai. Designed for everyday living and entertaining, the kitchen features rich dark cabinetry, stone countertops, a center island, stainless steel appliances, a range hood, and a breakfast bar. An adjoining casual dining area overlooks the backyard, while the nearby office provides a dedicated setting for work or study. The spacious primary suite offers a tray ceiling, direct access to the lanai, and an en-suite bathroom with dual sinks, a seated vanity area, a soaking tub, and a separate glass enclosed shower. Additional bedrooms provide comfortable accommodations, while the upstairs loft adds flexible space for a media lounge, recreation area, or reading retreat. Outdoors, the generous covered lanai creates an inviting setting for alfresco dining and relaxed evenings overlooking the expansive lawn and established greenery. A gated community entrance and proximity to the Seminole Wekiva Trail further enhance the setting. With distinctive interior details, versatile gathering spaces, and abundant outdoor space, this home offers a compelling blend of elegance and everyday comfort. Private entry access to Seminole trail. 1 year Home Warranty included

1447 Dunbrooke Loop, Longwood

$900,000

6 Beds ⋅ 5 Baths ⋅ Bella Vista SubDv. ⋅ 32779 Zip Code

Welcome to a home that truly stands apart. This impressive 6-bedroom, 5-bathroom Centerline built home in the gated Bella Vista community of Longwood, combines timeless architecture, generous proportions, and thoughtful upgrades to create an exceptional place to call home. From its striking curb appeal to the moment you step inside, the scale and craftsmanship are immediately apparent. Expansive 10-foot ceilings, beautiful hardwood flooring, custom crown molding, tray ceilings, and abundant natural light create a warm yet elevated atmosphere throughout the main level. Designed to offer both togetherness and privacy, the floor plan is exceptionally well suited for large households, multigenerational living, or anyone simply wanting room to spread out. Formal living and dining spaces transition effortlessly into the main gathering areas, while the spacious family room and oversized breakfast bar create a natural hub for everyday living and entertaining. At the heart of the home, the kitchen is beautifully appointed with cherry cabinetry, stainless steel appliances, and double ovens. The private primary suite is thoughtfully positioned on one side of the first floor, while a separate first-floor guest suite with its own bath provides tremendous flexibility for guests or extended family. A beautiful hardwood staircase leads upstairs, where you'll find four additional bedrooms, three bathrooms, and a generous loft space, providing exceptional flexibility for a media room, game room, or study space. The home's thoughtful upgrades continue with stone windowsills, built-in surround sound in, and extensive storage solutions including custom garage cabinetry and hanging racks. Three sets of French doors create a seamless connection to the home's private tropical outdoor retreat. Step outside to a saltwater pool surrounded by lush landscaping, creating an inviting backdrop for entertaining or unwinding at the end of the day. Smart-home conveniences include a Nest system controlling the thermostat, irrigation, and extensive landscape lighting which can be controlled right from your phone. Beyond the home, Bella Vista offers gated entry along with neighborhood recreation including a playground, basketball court, sand volleyball court, gazebo, and picnic area. The location places you in the heart of the desirable Longwood/Wekiva Springs corridor, with Wekiva Elementary, Lake Brantley High School, Wekiva-area parks, SR-434 shopping and dining, and everyday conveniences just minutes away. Nearby Springs Plaza and the Shoppes of Sweetwater add convenient grocery, dining, and retail options, with SR-434 providing easy connectivity throughout Longwood and toward I-4. With six bedrooms, multiple gathering spaces, two private primary suites, and a resort-style pool, 1260 Bella Vista Circle offers something increasingly difficult to find: a home with enough space to bring everyone together while still giving everyone a place of their own. Luxury, flexibility, privacy, and location come together beautifully in one of Longwood's most desirable gated communities.

1260 Bella Vista Circle, Longwood

$999,000

Glenrose Lea SubDv. ⋅ 32750 Zip Code

Rare 1.27-acre GC-zoned office/warehouse property on high-traffic S Ronald Reagan Blvd in Longwood. Two buildings totaling approx. 2,400 SF: 1,200 SF office (ideal for general office, medical, personal care or retail services) plus 1,200 SF warehouse (perfect for storage, light industrial, contractor or flex use) with newly installed insulation. Less than one mile to SR-434, Orlando Health South Seminole Hospital and the Longwood SunRail Station, offering excellent visibility and accessibility. Surrounded by strong growth with new residential, retail and restaurant developments underway. GC zoning provides outstanding flexibility for owner-users and investors!

350 S Ronald Reagan Boulevard, Longwood

$997,000

4 Beds ⋅ 3 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code

Welcome to a home where iconic 1970s character, thoughtful modernization, and an extraordinary resort-style setting come together behind the guarded gates of The Springs. This distinctive 4-bedroom, 3-bathroom residence has been beautifully preserved while evolving for modern living. Soaring ceilings, walls of natural light, polished concrete slab floors, and an open-concept floor plan create an atmosphere that feels sophisticated, organic, and unmistakably unique. Even better, fully paid-off solar panels add energy efficiency without sacrificing style, and the garage features a Tesla auto charger and solar wall. The home unfolds with dramatic architectural character and effortless indoor-outdoor living. Upstairs, the private primary suite feels like its own retreat, complete with an ensuite bath featuring double vanities and a private balcony overlooking the spectacular backyard. Throughout the home, original design influences remain celebrated rather than erased, creating a rare combination of warmth, personality, and modern functionality. Outside is where this property becomes truly unforgettable. Designed for enjoying the Florida lifestyle year-round, the backyard is its own private resort featuring a large saltwater swimming pool, raised hot tub, putting green, fire pit, and outdoor sauna. The impressive outdoor kitchen is equipped with a wood-fire pizza oven, grill, bar seating, keg setup, and TVs. Tucked away from the main entertaining areas is an entirely separate private garden & koi pond, creating a quiet escape surrounded by lush greenery. With the smart irrigation and well system included, keeping up with the lawncare is a breeze. Whether hosting a crowd, watching the game from the outdoor bar, or enjoying an evening around the fire pit, this outdoor environment is exceptional. The lifestyle continues beyond the property in The Springs, one of Longwood's most distinctive 24-hour guard-gated communities. Surrounded by natural Florida beauty, residents enjoy exclusive access to historic Sanlando Springs, with its crystal-clear natural spring and sandy beach, along with tennis and pickleball courts, recreation facilities, clubhouse, trails, and private horse stables and equestrian facilities. Few Central Florida communities combine privacy, recreation, and nature quite like this. Ideally positioned in the sought-after Longwood/Wekiva Springs corridor, the home offers convenient access to SR-434 and I-4, connecting you quickly to the dining, shopping, and lifestyle destinations of Longwood, Altamonte Springs, and the Markham Woods corridor. This is not simply a beautifully updated home. It is a property with character, architecture, privacy, and an incredible sense of fun, set within a community unlike anything else in Central Florida. Welcome to 104 Wild Fern Drive and a lifestyle that feels like a getaway every day.

104 Wild Fern Drive, Longwood

$999,999

4 Beds ⋅ 4 Baths ⋅ Wingfield Reserve SubDv. ⋅ 32779 Zip Code

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

$900,000

6 Beds ⋅ 4 Baths ⋅ Meredith Manor Gene Gables Sec SubDv. ⋅ 32779 Zip Code

MOVE TO Lake Brantley AREA.... Million dollar houses in the area **RARE LONGWOOD DUPLEX OPPORTUNITY NEAR LAKE BRANTLEY!** “This duplex can be purchased with NO INCOME VERIFICATION” Discover the possibilities at **108 Shore Dr, Longwood, FL**—a uniquely positioned duplex in a highly desirable area surrounded by impressive real estate, including million-dollar lakefront homes just across the street. Enjoy the beauty of the Lake Brantley area and picturesque sunset views that make this location truly special. Plus it has a full size inground swimming POOL!! This property offers tremendous flexibility for a variety of buyers. **Keep it as an income-producing rental, live in one unit while renting the other, create a Florida second-home opportunity, or explore the potential to redevelop the property and build something new.** Investors and owner-occupants alike can appreciate the possibilities this location provides. For qualified buyers planning to make the property their primary residence, **traditional FHA and Conventional financing with potentially low-down-payment options**, making this an attractive opportunity to begin or expand a real estate portfolio while enjoying the benefits of owner occupancy. Looking for a Florida getaway? Snowbirds and second-home buyers can also appreciate the opportunity to enjoy Central Florida living while exploring the property's rental-income potential when away. **Location, flexibility, income potential and Lake Brantley sunsets—108 Shore Dr is an opportunity worth exploring. Bring your vision and discover what this Longwood property could become!** Check with Lender to see if you qualify for NO income verification loan

108 Shore Drive, Longwood

$949,900

4 Beds ⋅ 3 Baths ⋅ Springs Whispering Pines Sec 1 SubDv. ⋅ 32779 Zip Code

Virtually Staged. **SOME PHOTOS ARE VIRTUALLY STAGED** DETACHED. TURNKEY. LOCK & LEAVE. A rare freestanding 4-bedroom, 3-bath home with no shared walls, extensively redesigned in 2025 with meticulous attention to detail, architect involvement and structural engineering consultation. The Signature Gourmet Kitchen features custom solid-maple cabinetry with extensive built-in storage, quartz countertops, a waterfall island, GE Monogram professional-grade appliances, a Bosch Platinum Glass refrigerator with a built-in wine drawer and a pot-filler faucet. Integrated under cabinet lighting illuminates the work surfaces. A dramatic glass atrium, spa-inspired primary bath, wet bar and wood-burning fireplace bring distinctive character throughout. The guest bathroom is just as beautifully appointed as the primary bath, with spa-inspired finishes, James Martin floating vanities and mirrors with integrated defoggers and vanity lighting. Enjoy a private gated courtyard, three composite decks, upgraded irrigation, landscape lighting and professionally designed landscaping. The attached 2-car garage features professionally coated flooring and an added electrical sub-panel to accommodate future EV charger installation. Improvements include a 2023 tile roof, hurricane-rated impact-glass skylights, new gutters with gutter guards, an updated main electrical panel and replaced subfloors and new flooring throughout. Durable finishes and composite decking support an easy-care, lock-and-leave lifestyle. Enjoy life in guard-gated The Springs, with its private natural swimming spring, wooded trails, recreation facilities and vibrant calendar of community events. Convenient access to I-4 connects you to Winter Park, Downtown Orlando, shopping and theme parks, with Florida beaches within reach. Turnkey living. Private outdoor spaces. Thoughtful storage. Spa-inspired baths. A home best appreciated in person. ** furnishings may be available separately.**

128 Woodmill Road, Longwood

$995,000

4 Beds ⋅ 5 Baths ⋅ Terra Oaks SubDv. ⋅ 32779 Zip Code

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.

3591 Terra Oaks Court, Longwood

201 S Sweetwater Cove Boulevard, Longwood

$930,000

5 Beds ⋅ 3 Baths ⋅ Sweetwater Oaks Sec 07 SubDv. ⋅ 32779 Zip Code

Short Sale. Motivated Seller! Welcome to this beautiful WATERFRONT 5 Bed/ 3Bath Home with NEW ROOF (2025) and at 1.26 Acre Lot on Sweatwater Creek. With close to 6500 square footage, this house provide spacious and comfortable living space. House also features separate dining room, extra office/flex room, and upstair loft. Car garage can fit in around 6 cars and Circular paver driveway provide plenty of space for parking and easy access to the main road. This house features a lot of luxury custom designs, especially in kitchen and ding areas. The state-of-the-art kitchen has been completely remodeled with all new custom cabinets and fully equipped with all Viking, high-end stainless-steel appliances, including a professional 6 burner gas cook top with double ovens, a professional series hood, an additional wall oven, 2 dishwashers, a wine refrigerator, microwave and two sub-zero refrigerators. Dining room that overlook the screen swimming pool and backyard is stunning with all custom cabinets and solid stone counter table. Dive in the extra long swimming pool and relax and cool with friend and family in summer heat or spend quality time at the spacious outdoor living area with peaceful water views of the natural creek and landscaping. This breathtaking home is nested in sought-after Sweetwater Community that has access to a community dock, playground, tennis courts and beautiful Lake Brantley. Make this beautiful home yours. Schedule a private showing today and make this beautiful home your new residence... Matterport 3D tour are available on Zillow and MLS for virtual tour and provide room measurements.

201 S Sweetwater Cove Boulevard, Longwood

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Between $900K - $1M Longwood Real Estate

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