Longwood Real Estate

Homes for Sale in Longwood, FL Between $1,500,000 to $2,000,000

Welcome to your dedicated resource for Homes for Sale Between $1,500,000 to $2,000,000 in Longwood, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Longwood, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $1,500,000 to $2,000,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Longwood, FL Homes for Sale Between $1,500,000 to $2,000,000

$2,000,000
4 Beds 4 Baths Springs The Deerwood Estates SubDv. 32779 Zip Code
Back on the market — buyers never funded their deposit. A rare second chance at a Gene Leedy original. For the first time in 28 years, the most coveted mid-century home in Orlando is available. Your private compound. A piece of art you live inside. The Strasberg Residence, designed by award-winning architect Gene Leedy. He built only three private homes in the Orlando area, and this is his Masterpiece. Beyond the 8-foot concrete stucco wall wrapped in ivy, the world disappears from view, and yours begins. Trees, gardens, and a pool the color of dark glass lie behind your private wall. At its center, a breathtaking atrium and courtyard: a reflecting pool with twin fountains and a tree rising from the water, framed by glass on every side. Inside, Leedy's design language of clean lines and subtle, important details is everywhere. Eleven-foot doors, warm wood trim throughout, and expansive glass in every room harmonize nature with the interior, bringing together privacy, gardens, and water features. The social center of the home is the soaring great room with fireplace and wet bar. Formal dining. All wired for sound. Two separate entrances serve the east and west wings, each with its own foyer. The primary suite occupies an entire wing: a bedroom sitting room with its own bar, a dressing room, an enormous custom-built closet, a dual-sink countertop with a separate vanity, a separate WC with bidet, a tub that overlooks the pool, a steam shower that feels like a spa, and its own private walled patio and another patio that leads to the pool. Nearly every room opens to its own patio and garden. And then the rarest amenity of all: a fully detached in-law suite with its own private entrance through the second decorative iron door, a full en-suite bath, and two patios of its own, one overlooking the backyard and one fully private behind its own 8-foot wall, just like the primary. A complete home within the home, for extended family, guests, or total independence. 4 bedrooms, 4 baths, 3,885 SF. The grounds are one with the architecture: a dark-water pool with jacuzzi among specimen trees and sculptures, an outdoor kitchen, and a richly planted .67-acre lot of total walled seclusion. All in The Springs, a guarded, gated sanctuary of natural springs, stables, and trails, minutes from Greater Orlando. This is the home everyone wants, held closely for a generation. Now, rarely, it's yours to claim.

111 Sand Pine Lane, Longwood

$1,899,000
5 Beds 6 Baths Wingfield North 2 SubDv. 32779 Zip Code
Welcome to an exceptional luxury estate in the prestigious, 24-hour guard-gated community of Wingfield North, ideally located along the highly sought-after Markham Woods Road corridor. Situated on a private 1.23-acre cul-de-sac lot, this remarkable residence offers an impressive combination of scale, luxury, privacy, and resort-style outdoor living. This five-bedroom, six-bathroom home features spacious bedrooms, each with its own en-suite bathroom and walk-in closet. The first-floor primary suite offers a private retreat with French doors opening directly to the patio and pool. Custom walk-in closet design, dual vanity & a walk in shower with multiple shower heads and features. One bedroom features French doors leading to its own private screened porch. Two bedrooms share a private study at the entrance of the dedicated space. Throughout the living areas and bedrooms, engineered hardwood flooring adds warmth and sophistication. Designed for both elegant entertaining and everyday living, the home includes a formal living room overlooking the pool and patio, a formal dining room ideal for large gatherings, and a private office complete with a walk-in closet. The brand-new chef's kitchen is a true centerpiece, with custom cabinetry, marble countertops, an oversized island with seating, gas cooktop, Thermador appliances, and a dedicated eating area overlooking the living room, pool, and outdoor living spaces. Upstairs, the loft provides flexible living space along with an additional bedroom, walk-in closet, and full bathroom. Abundant storage is thoughtfully incorporated throughout the home. The four-car garage offers ample room for a boat or other toys along with a dedicated golf simulation area and an approximately 8' x 17' air-conditioned room perfect for a workshop, hobby space, or additional storage. Outdoor living is equally impressive. The backyard features a screened in pool and spa, covered patio, pool house with storage, and space designed for a future summer kitchen. A creek runs along the rear of the property, while mature wooded areas along the perimeter provide exceptional privacy. A brick-paver circular driveway, covered front porch and cul-de-sac location further enhance the estate's curb appeal and setting. Extensive recent improvements include a recently inspected tile roof with substantial remaining life, whole-home sound system, Control4 smart-home technology, security system, two tankless gas water heaters, new filtration system, front landscaping and irrigation, interior painting, pool equipment, interior lighting and fixtures, garage door openers, screened enclosure upgrades, and exterior pressure washing. A 1,000-gallon propane tank serves the home. Great opportunity to own a substantial luxury estate in one of the Markham Woods area's most desirable guard-gated communities, offering privacy, generous indoor and outdoor spaces, amenities, and a location convenient to top-rated schools, shopping, dining, and major roadways.

334 Vista Oak Drive, Longwood

$1,750,000
Ciara Creek Executive Centre SubDv. 32750 Zip Code
Exceptional opportunity to own or lease a newly constructed professional office building in one of Central Florida's most desirable business corridors. Located at 741 Ciara Creek Cove, Longwood, FL 32750, this contemporary office property offers just under 7,000 square feet of thoughtfully designed workspace, ideal for professional offices, medical users, corporate headquarters, or specialty service providers. The versatile floor plan features 13 private offices, including two executive offices, a spacious 16' x 30' conference room, expansive open work areas, and a large employee breakroom designed to accommodate growing teams. Four well-appointed restrooms provide convenience throughout the building. Built with functionality and efficiency in mind, the property also includes a substantial 41' x 44' interior storage area, providing valuable space for records, equipment, inventory, or operational support. A backup generator ensures business continuity and peace of mind during unexpected power interruptions. Contemporary architectural elements and high-end finishes create a professional and welcoming environment for employees, clients, and patients alike. The property's C-2 zoning allows for a wide range of office and medical uses, offering flexibility for owner-users and investors. Situated in an excellent Longwood location with convenient access to major transportation corridors, this premier business property combines modern design, operational efficiency, and outstanding accessibility in a rapidly growing market.

741 Ciara Creek Cove, Longwood

$1,700,000
5 Beds 4 Baths Wingfield Reserve Ph 3 SubDv. 32779 Zip Code
Welcome to 2216 Smoketree Court, an exceptional luxury residence with beautifully updated interiors, extensive improvements and an incredible Central Florida location. This impressive home combines elegant living, modern comfort and outstanding indoor-outdoor entertaining in a setting designed for the very best of Florida living. From the moment you arrive, the home makes a statement with impressive curb appeal, upgraded pavers and an extended driveway, refreshed exterior paint, beautiful landscaping with new sod, plants and trees, elegant column lighting and dusk-to-dawn carriage lights. LeafFilter gutters, motion-sensor lighting and a whole-house generator add convenience, functionality and peace of mind. Inside, thoughtful updates create an inviting blend of comfort and sophistication. LVP flooring flows throughout the main living areas, complemented by carpeting in four bedrooms, plantation shutters, upgraded baseboards and LED ceiling lighting. Spacious living areas provide plenty of room for everyday living and entertaining. The family room is anchored by a stunning remodeled fireplace, transformed from brick into an elegant stone focal point. The updated kitchen is designed for functionality and entertaining, featuring remodeled cabinetry, an induction stovetop, upgraded oven/microwave, updated sink and faucet with soap dispenser, garbage disposal, under-cabinet LED lighting, additional dining-area lighting and motion-sensor pantry lighting. The bathrooms have received extensive attention with upgraded cabinetry, granite countertops, updated sinks, faucets, lighting, mirrors, fixtures and hardware. The guest bathroom features a remodeled shower, while the spacious primary suite includes upgraded closets with built-in drawers and shelving for exceptional organization. Step outside and discover your private Florida retreat! The expansive covered lanai is perfect for relaxing, dining and entertaining, complete with upgraded fans, curtains and additional cabinetry. The inviting pool area has been enhanced with a pool heater, pool pump, LED lighting and cordless robotic cleaner, creating a resort-style environment for enjoying the Florida sunshine year-round. Additional highlights include an upgraded garage with floor coating, cabinetry, sink and faucet, plus an improved laundry room featuring cabinetry, sink, butcher-block countertop, closet shelving and under-counter LED lighting. Important improvements include a 2024 ROOF, 5-ton and 2-ton air-conditioning systems, septic system pumped in August 2026, whole-house generator and propane hookup for an outdoor BBQ grill. Modern connectivity options include WOW Fiber availability and a 5G Wi-Fi extender. Enjoy convenient access to major highways for easy travel throughout Central Florida and beyond. Orlando’s world-famous theme parks, entertainment, dining and shopping destinations are within easy reach, while Florida’s beautiful beaches are perfect for a day of sun, sand and oceanfront relaxation. With extensive improvements, beautifully updated living spaces, exceptional outdoor amenities and a highly desirable location, 2216 Smoketree Court presents a rare opportunity to enjoy luxury living at its finest. Whether relaxing beside the pool, entertaining under the covered lanai, gathering around the stunning stone fireplace or exploring Central Florida, this meticulously enhanced residence is ready to impress its next owner!

2216 Smoketree Court, Longwood

$1,695,000
5 Beds 5 Baths Alaqua Lakes Ph 5 SubDv. 32779 Zip Code
Custom estate home on an oversized lot in the 24-hour guard-gated community of Alaqua Lakes, with water and golf course views and beautiful sunsets from the living room. This five-bedroom, four-and-one-half-bath residence features a private office, three-car garage, soaring ceilings, and a thoughtfully designed floor plan with the primary living areas on the main level. The renovated kitchen features quartz countertops, a large center island, custom cabinetry, a Wolf range, Bosch dishwasher, built-in microwave drawer, and opens seamlessly to the family room and breakfast area. Recent updates include designer-painted custom cabinetry with premium hardware, beautifully renovated bathrooms, a modern fireplace surround, solid wood shaker-style interior doors with Emtek hardware, custom baseboards and trim, updated LED recessed lighting throughout, and carefully selected designer light fixtures that create a warm, refined atmosphere. Custom built-in cabinetry in both the living room and family room adds architectural character while providing exceptional style and functionality. Designed for both everyday living and effortless entertaining, the outdoor living space features a heated screened pool, an expansive patio and pool deck, a covered lanai with an outdoor grill, and tranquil water and golf course views. Additional features include a whole-house generator and a private upstairs guest suite. Residents of Alaqua Lakes enjoy a 24-hour guarded entrance, a seven-acre community park, tennis courts, a playground, pavilion, and convenient access to shopping, dining, and major highways.

3450 Foxmeadow Court, Longwood

$1,695,000
4 Beds 4 Baths Lake Brantley Isles Amd SubDv. 32779 Zip Code
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

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