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

5 Beds ⋅ 3 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code

LAKE BRANTLEY CORNER LOT! Welcome to lakefront living at its finest! Set on over ¾ acre, this stunning 5-bedroom, 3-bath home offers an open-concept layout with plenty of space to relax and entertain. The versatile guest suite and bonus room provide exceptional flexibility for family and guests. Step outside to your new 2022 private pool and spa, beautifully enclosed by a pool screen, and take in breathtaking lake views and spectacular sunsets. Roof is 2018, Dock and seawall is 2021, AC 2021, Exterior paint 2019, Balcony resurfaced 2018. Boaters will appreciate the new freestanding boat lift (2022) with a 6,000-lb. capacity which is also sheltered in the canal, making lake access effortless. Additional updates include new upstairs windows (2026) on the east side and a beautifully renovated primary bathroom and upstairs bathroom. Kitchen features built-in appliances, granite counters and a breakfast bar. Up the winding staircase are to the oversized primary suite and 3 more bedrooms. An oversized balcony with amazing views of the lake awaits you after a long day. Enjoy the convenience of being close to shopping and restaurants, with easy access to I-4 and SR 414. With generous living spaces, a private outdoor oasis, and a true lakefront lifestyle, this is a home where every day feels like a getaway.

2260 W Classic Court, Longwood

$1,499,000

5 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32779 Zip Code

Virtually Staged. ONE-OF-A-KIND ESTATE ON NEARLY AN ACRE | ATTACHED IN-LAW SUITE + DETACHED 2-BEDROOM GUEST HOUSE | ZONED AGRICULTURAL | NO HOA Nestled on nearly an acre in the coveted Markham Woods corridor, this exceptional estate offers luxury, privacy, and unmatched flexibility. Featuring a FULLY RENOVATED MAIN RESIDENCE, an ATTACHED PRIVATE IN-LAW SUITE, and a DETACHED 2-BEDROOM GUEST HOME, this property is ideal for adult children living at home, extended guests, multi-purpose living, a home office, or hobby space. With NO HOA, you'll also enjoy the freedom to park your RV, boat, ATV, trailer, or other recreational vehicles right on your property. The MAIN RESIDENCE offers over 3,750 SQUARE FEET with 5 BEDROOMS AND 4 FULL BATHROOMS, highlighted by a stunning 2024 kitchen featuring custom cabinetry, quartz countertops, farmhouse sink, induction cooktop, double oven with air fryer, and an oversized island perfect for gathering. The PRIMARY SUITE offers a spa-inspired bath with a concrete soaking tub, frameless glass shower, bidet, and custom walk-in closet. Every bedroom includes custom closet systems. Major updates include TWO NEW HVAC SYSTEMS, full repipe replacing polybutylene plumbing, 80-GALLON WATER HEATER, updated electrical panel, and whole-home surge protection. An attached PRIVATE IN-LAW SUITE with its own entrance, kitchenette, full bath, and living area offers endless possibilities for guests or flexible living. Outside, enjoy your own private resort featuring a HEATED SALTWATER POOL, covered lanai with eucalyptus ceiling, stacked stone accents, slate flooring, koi pond with waterfall, pergola, fire pit, and beach-style lounge area. Over the past several years, the property has undergone an extensive landscape transformation with new sod, irrigation, refreshed landscaping, mature trees, and a new backyard fence, while many of the custom outdoor entertaining features were added within the last two years. The 2,550-SQUARE-FOOT DETACHED GUEST HOME (built in 2014) includes hardwood floors, gas fireplace, tankless water heater, Generac generator, new HVAC (2023), and an expansive second floor with two spacious bedrooms and private balcony—perfect for guests, adult children, a home gym, office, or recreation space. The location is just as impressive. You're minutes from the Seminole Wekiva Trail and beautiful Wekiwa Island, where you can spend weekends kayaking, canoeing, paddleboarding, swimming in the spring-fed Wekiva River, or simply relaxing with live music and waterfront dining. Enjoy quick access to the shops, restaurants, and entertainment of Lake Mary, nearby golf courses, top-rated Seminole County schools, Orlando Sanford International Airport, I-4, and SR 434, making it easy to enjoy both outdoor adventure and everyday convenience. This is more than a home—it's a rare opportunity to own a private estate offering luxury, flexibility, space for all your toys, and an exceptional Central Florida lifestyle. Schedule your private showing today.

113 Sandy Oaks Place, Longwood

$1,425,000

4 Beds ⋅ 3 Baths ⋅ Wingfield Reserve SubDv. ⋅ 32779 Zip Code

This stunning 4-bedroom, 3-bathroom, 1 office, and 1 loft home is nestled in a highly sought-after neighborhood, offering the perfect blend of luxury, comfort, and entertainment. Designed with modern elegance, the residence boasts a gourmet kitchen that serves as the heart of the home. Equipped with top-of-the-line appliances, custom cabinetry, and a spacious island, it's ideal for both casual meals and elaborate dinner parties. The open-concept layout seamlessly connects the kitchen to the expansive living and dining areas, creating a welcoming environment for gatherings. Large windows throughout the home flood the space with natural light, enhancing the airy ambiance. Step outside to discover a private oasis featuring a sparkling pool, perfect for relaxation or entertaining guests. Adjacent to the pool, the outdoor kitchen is fully equipped with a built-in grill, refrigerator, and ample counter space, making alfresco dining a breeze. Whether hosting summer barbecues or enjoying quiet evenings by the pool, this backyard retreat offers unparalleled comfort and style. Each of the four bedrooms is generously sized, providing personal sanctuaries for rest and rejuvenation. The master suite is particularly noteworthy, offering a spa-like bathroom with dual vanities, a soaking tub, and a walk-in shower. Additional features of the home include a three-car garage with a charge for electric cars and a dedicated laundry room. Located in a desirable area, this home is close to top-rated schools, shopping centers, dining establishments, and recreational facilities, ensuring a lifestyle of both luxury and convenience. With its exquisite design and exceptional amenities, this residence is truly a dream home.

2214 Earleaf Court, Longwood

$1,388,000

5 Beds ⋅ 6 Baths ⋅ Sweetwater Club Unit 1 SubDv. ⋅ 32779 Zip Code

Welcome home to this stunning, fully renovated home sitting on 1.51 acres in the coveted Sweetwater Club neighborhood. The home has been professionally remodeled from top to bottom with marble tile flooring and walls throughout most of the first floor. Pull into the lot by way of the wrap around driveway that leads to a massive three car garage, with extra exterior parking space as well. Upon entry, you'll be greeted by a gorgeous luxury vinyl plank staircase with a luxury glass railing. To your left is the show-stopping kitchen with brushed-gold accents throughout, and new high-end appliances to match. You'll be amazed by the honeycomb-inspired mosaic backsplash and the gorgeous premium light fixtures above the island and in the attached dining room. The kitchen also features a massive walk-in pantry, a smaller bonus pantry, a convenient half bath, and a hidden protracting charging station for all of your wireless needs. From the dining room, step down into the family room with a gorgeous built in electric fireplace that also connects to the expansive living room, both with massive ceiling fans. Also conveniently located on the first floor is a bonus room with an exterior door that's perfect for an office. From there, step into the massive 3 car garage that has also been finished with marble tile flooring. Connected to the garage is the 5th bedroom with exterior access and a full ensuite bathroom, perfect to convert to an in-law suite, or even a gym or tool room. From the living room, step out to the back patio area that is made for entertaining. It has been set up with a bar, wine cooler, built in grill, and a large fan to create the perfect space that is just begging to watch your favorite sports team with friends and family. Then of course is the pool and built in hot tub, a convenient half bath, and also includes a sauna that comfortably accommodates three guests. Upstairs you'll find the four main bedrooms, with two of the guest rooms having full ensuite baths with exterior access to the upstairs patio overlooking the pond. The laundry room is conveniently located upstairs as well, so no worrying about running back and forth downstairs for your laundry duties. The primary bedroom is massive, and includes a built in vanity desk with custom shelving, additional built in shelving, a massive walk in closet, and exterior access to a covered outdoor hallway that connects to the second bedroom. The primary bathroom is truly show-stopping with a massive frameless shower, floating custom vanities, brushed gold hardware, and an architectural wood-slat feature wall creating a true resort-style ambiance. Roof, HVAC and plumbing has been updated and is less than two years old, and the home also features a tankless hot water heater. The septic tank was also cleaned/inspected in September of 2025. Every window and sliding door has been upgraded to double-pane, giving you energy efficient peace of mind that is a must-have in the Florida heat. With designer finishes throughout, luxurious living spaces, and attention to detail from top to bottom, the only thing missing is you! Schedule your private showing today before someone else calls it home.

305 Sweetwater Club Circle, Longwood

$1,350,000

5 Beds ⋅ 6 Baths ⋅ Sweetwater Cove SubDv. ⋅ 32779 Zip Code

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

$1,350,000

Rands Add To Longwood SubDv. ⋅ 32750 Zip Code

Prime Commercial Building for Sale. Exceptional Exposure on SR 434! Outstanding opportunity to purchase this freestanding 4,549 SF building perfectly situated in the heart of Longwood’s Gateway Commercial District. Ideal for office, medical, retail, or child care use. This versatile property offers visibility and accessibility along a high-traffic 4-lane highway (42,000 VPD). Property highlights: Block construction with durable TPO roof, Lot Size: 0.63± acres (110’ frontage x 254’ depth), Zoning: Gateway Commercial, Parking: 14 on-site parking spaces, including 1 ADA-accessible space + additional drive-thru access from SR 434 to W. Pine Ave (2 access points off SR 434), Currently the set up includes (6) private offices, (2) large open work areas, (3) bathrooms, kitchen, and open flex space. Prominent building and pole signage with excellent visibility. Surrounded by popular retailers, restaurants, and new developments. Adjacent to Orlando Health Emergency Department and part of the new emerging healthcare hub. Easy access to Ronald Reagan Blvd, Hwy 17-92, and I-4 (within 1 mile). This property combines prime location, excellent exposure, and flexible space—a perfect opportunity for your growing business in one of Central Florida’s most active corridors. Call today to schedule your showing!

221 W State Road 434, Longwood

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code

The time is NOW! Rare opportunity to live the waterfront lifestyle on a wide canal leading to idyllic Lake Brantley. This amazing home is situated on an exceptionally beautiful, half-acre lot with a dock and boathouse (with lift) Step into the wide-open floor plan with soaring tongue and groove ceilings, dramatic transom windows and an impressive floor-to-ceiling wood burning fireplace. This home is made for entertaining as the sprawling great room, dining room and kitchen flow seamlessly together with the captivating view out back as the backdrop. You'll appreciate the beautiful and durable groutless travertine floors throughout the main level. The dining area features stylish built-in cabinetry. The kitchen has a built-in oven, cooktop, spacious breakfast bar and eat-in area overlooking the scenic yard. All secondary bedrooms are downstairs. The million dollar view is reserved for the upstairs primary retreat, with it's own private terrace looking out to the gorgeous yard and water. The generously sized primary bath has a large jetted tub, dual vanities, walk-in shower and spacious walk-in closet with plenty of room for your accoutrements. Also upstairs, you'll find a very large bonus room/game room with a wet bar and it's own bath! The focal point of this amazing home is the outdoor area. Step into the backyard oasis which includes a large covered porch with room enough for a seating area and an al fresco dining area. Just beyond this, you'll find a stunning pavered pool area and fire pit surrounded by adirondack chairs. There is plenty of yard beyond, with a winding path leading down to the boathouse and dock. Boat can be included for the right price! The private canal is a short ride to Lake Brantley, a spectacular sought-after 287 acre private ski lake. Roof and dock roof replaced in 2021. This home has it all! A waterfront retreat, A-rated schools & just minutes to a plethora of wonderful dining and shopping!

1336 Classic Drive, Longwood

$1,250,000

32779 Zip Code

Set along the scenic Wekiva River, these two exceptional, side-by-side waterfront homesites spanning 5.13 acres (Parcel # 7-20-29-300-004A-0000) and 4.64 acres (Parcel # 27-20-29-300-0040-0000) present a rare and compelling opportunity within the prestigious Markham Woods Corridor. Offered individually or together, this unique pairing provides flexibility for a singular private estate or two distinct residences. Offering a refined balance of privacy, natural beauty and long-term value, the properties are surrounded by established multimillion-dollar estates and accessed by paved roads, creating a setting that feels exclusive and effortlessly connected. Both parcels span flood zones X and AE, with the AE portion closer to the river, allowing for thoughtful site planning that maximizes usability and the enjoyment of their serene riverfront setting. Their generous scale and proportions provide an ideal canvas for a custom estate designed to capture tranquil water views while maintaining a heightened sense of seclusion. Zoned A-1, the homesites support a variety of residential possibilities, including construction of a custom single-family residence, while preserving the open, pastoral character that defines this desired corridor. Ideally, within highly regarded school zones and just moments from major roadways, shopping, dining and everyday conveniences, the properties offer a seamless blend of peaceful retreat and modern accessibility. Opportunities of this scale and setting along the Wekiva River are increasingly rare. Whether envisioned as a private sanctuary or a legacy estate, this remarkable offering invites the creation of something exceptional in one of Seminole County’s sought-after enclaves.

Delk Road, Longwood

$1,239,000

Dunn Legacy SubDv. ⋅ 32750 Zip Code

531 N Us Highway 17 92, Longwood

$1,200,000

6 Beds ⋅ 5 Baths ⋅ Retreat At Lake Brantley SubDv. ⋅ 32779 Zip Code

Welcome to this exceptional residence in Retreat at Lake Brantley, one of Longwood’s most sought-after gated communities, celebrated for its private boat ramp access to Lake Brantley, highly rated Seminole County schools, convenient location, and enduring desirability. Built in 2021 and thoughtfully enhanced beyond the original builder plan, this Casabella floor plan by Pulte Homes offers over 5,200 square feet of living space, six bedrooms, and four-and-a-half bathrooms, seamlessly blending elevated design elements with the versatility and functionality today’s lifestyles demand. A paver driveway and covered entry welcome you into interiors enriched by extensive millwork, statement lighting, tile flooring, and new carpeting. The foyer opens to beautifully proportioned living spaces designed to accommodate both gracious entertaining and everyday living. The kitchen is both stylish and functional, featuring quartz countertops, a generous center island with seating, built-in wall ovens, stainless steel appliances, gray cabinetry, abundant storage, and an open layout that flows effortlessly into the dining area and great room. Anchoring the main living space is a striking linear gas fireplace framed by custom built-ins, while oversized sliding glass doors invite natural light and create a seamless connection to the outdoor living areas. A dedicated flex room on the main level provides an ideal setting for a home office, study, library, or sitting room. The expanded owner’s retreat, thoughtfully enlarged beyond the original floor plan, serves as a private sanctuary with ample room for a sitting area or lounge space. The oversized custom walk-in closet is complemented by integrated laundry with a stackable washer and dryer—an elevated convenience rarely found in comparable homes. Upstairs, over 2,000 square feet of additional living space creates a true second-level retreat. An expansive loft functions as a spacious secondary family room and gathering space, while the adjoining flex room offers exceptional versatility as a playroom, media room, theater, game room, teen lounge, or potential additional bedroom with the addition of a closet. Generously sized secondary bedrooms and bathrooms further enhance the home’s ability to accommodate evolving lifestyles, guests, or multi-generational living. Additional highlights include a thoughtfully organized pantry, extensive storage throughout, solar panels for enhanced energy efficiency, and a covered brick-paver lanai designed for year-round enjoyment. Equipped with remote-controlled retractable screens and dual ceiling fans, this inviting outdoor space provides comfort, airflow, and protection from the elements while serving as a natural extension of the home’s interior living areas. The fully fenced backyard offers ample space for recreation, entertaining, and future outdoor enhancements. Combining elevated design details, exceptional flexibility, over 5,200 square feet of living space, private Lake Brantley access, and a setting within one of Seminole County’s premier gated communities, this thoughtfully enhanced residence presents a rare opportunity to enjoy a lifestyle defined by comfort, convenience, and connection. Schedule your private showing today and experience all this remarkable home has to offer.

3367 Canyon Grand Point, Longwood

$1,160,000

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

Lot size is approximately 9,324 sq/ft or .21 acre

1442 Vivaldi Place, Longwood

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

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