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

4 Beds ⋅ 4 Baths ⋅ Lake Brantley Isles Amd SubDv. ⋅ 32779 Zip Code

Welcome to this luxurious 4 BR/3.5 BA Lake Brantley canal home complete with pool, hot tub, expansive paver patio w/firepit, screened in 2nd patio and private boat dock on the canal leading to Lake Brantley! A peaceful and serene vibe can be found in this lush and beautiful backyard; perfect setting for relaxing or entertaining. Bring your ski boat, kayaks, and paddleboards as well as fishing poles & enjoy this incredible waterfront living! This is a private spring fed lake with no public access. Inside the home offers four spacious bedrooms, including a distinctive primary suite that has a unique flare incorporated into the octagonal style architecture with high ceilings, lots of windows, French doors leading to the 2nd story balcony, & a separate seating area currently being used as a massage room! The primary closet has a generous amount of space with ample shelving. The primary ensuite bathroom includes a separate soaking tub, an oversized decorative walk-in shower, & a private water closet with bidet. Two additional bedrooms share a Jack n Jill bathroom, one with French doors leading to 2nd story balcony. (Relax with the ambiance of a cozy fireplace in that same bedroom which also has a vaulted high ceiling & additional high windows that bring in plenty of natural light.) Both bedrooms have a large amount of closet space. The fourth bedroom has a nice view of the beautiful old oak trees along with ensuite bath that is accessible through the upstairs hallway as well. This spacious kitchen is designed for both everyday living and holiday entertaining with a double oven, gas cooktop & sizeable island. More than just a walk-in pantry, an entire 11x5 pantry/storage room is conveniently located immediately upon entering home from the garage and features shelving with additional refrigerator. Just around the corner, you’ll find a dedicated office with built-in desk and shelving, a comfortable sitting room, a dining room with French doors and wet bar, plus a spacious family room showcasing a wood fireplace & French doors overlooking the backyard and pool. The wrap around 2nd floor balcony off the back of the home details an intricate wrought iron railing and spiral staircase that can access the rooftop as well. You will also enjoy amazing 4th of July fireworks views off the roof top balcony! Additional features and updates include: Private boat dock approximately 2 years old, roof approximately 8 years old, rwo AC units with compressors were replaced in 2018 and 2023, pool pump approximately 5 years old, home is on septic and well; well features a new pressure tank and new filtration-system mechanicals, balcony was recently remodeled with Trex Decking. With its beautiful waterfront/canal setting, spacious interior, and thoughtful features throughout, this Seminole County Lake Brantley canal home offers a truly one of a kind opportunity to enjoy a relaxed Florida lifestyle with plenty of space for entertaining, recreation, and everyday living.

2261 Poinsettia Drive, 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

$1,424,000

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

Virtually Staged. LAKE BRANTLEY CORNER LOT! Ski from your own covered 6000-lb boat lift on Lake Brantley, a 287-acre private spring fed ski lake 10 miles from Downtown Orlando. Canal and lake front lot with a dock, & boat lift (2022) and screened pool and spa (2022) This stunning 5-bedroom, 3-bath home offers an open-concept layout with plenty of space to relax and entertain. There is a versatile guest suite and bonus room on the 1st floor. Step outside to your 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. Primary bathroom and 2nd upstairs bathroom remodeled this year 2026 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. For an interactive storybook Tour - please click on the video link

2260 W Classic 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

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

306 N Sweetwater Cove Boulevard, Longwood

$1,290,000

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

$1,250,000

4 Beds ⋅ 5 Baths ⋅ Peninsula At Island Lake - Rep SubDv. ⋅ 32750 Zip Code

Welcome to 334 Peninsula Island Point in Longwood, Florida, a hidden gem within Peninsula at Island Lake, an intimate gated enclave of just 11 distinctive custom homes in Seminole County! Custom-built by Kurt Wettermann in 2017 and situated on nearly half an acre, this elegant residence offers approximately 3,800 square feet of living space, 4 bedrooms, 4 full bathrooms, 1 half bathroom, a private swimming pool and an exceptional combination of privacy, comfort and versatility. From the moment you enter, soaring ceilings create an inviting sense of openness, complemented by generous living areas designed for everyday living and entertaining. The kitchen offers the added appeal of GAS COOKING, while a dedicated PRIVATE OFFICE provides an ideal setting for working from home. Upstairs, a generously sized 16.7' x 22.5' THEATRE ROOM provides a comfortable space for movies, entertainment and gatherings. An additional upstairs storage area has been creatively used as a charming SECRET CLUBHOUSE, offering a fun little hideaway for imaginative play. One of this home's most distinctive features is its PRIVATE, SELF-CONTAINED GUEST RESIDENCE, offering exceptional flexibility for multigenerational living, extended family or visiting guests. This one-bedroom, one-bath retreat includes its own kitchen, living area and PRIVATE SIDE ENTRANCE serving as its dedicated front door, allowing independent access and privacy. A DEDICATED ONE-CAR GARAGE complements the main home's two-car garage, providing THREE GARAGE SPACES in total. The guest residence's bedroom and bathroom are included in the home's total of 4 bedrooms and 4.5 bathrooms. Outdoor living is equally inviting, with a PRIVATE SWIMMING POOL and screened patio overlooking a lush GREENSPACE BACKDROP. Extended pavers provide additional space for AL FRESCO DINING and entertaining, while a dedicated FIRE PIT AREA offers a wonderful gathering place on cooler Florida evenings for conversation, relaxation and roasting s'mores beneath the stars. ENERGY EFFICIENCY is another outstanding feature! The installed SUNRUN SOLAR ENERGY SYSTEM offers potential electricity cost savings through on-site energy production and net-metering credits. Documented utility history reflects reduced Duke Energy charges during numerous billing periods. The system includes service and warranty provisions under its agreement and is subject to a transferable lease requiring buyer qualification and approval. Solar production records, utility history and lease details are available for review. Nestled in a peaceful, tucked-away setting, Peninsula at Island Lake offers an exceptional sense of privacy, tranquility and understated elegance. Beautifully removed from the bustle of everyday life, yet remarkably convenient to fine dining, shopping, entertainment and major highways, this intimate neighborhood offers a wonderful balance of serenity and accessibility, with convenient access to Altamonte Springs, Lake Mary, Orlando and Central Florida attractions. Discover the elegance and versatility of this distinctive Longwood custom home, featuring private guest quarters, a dedicated office, theatre room, three-car garage, swimming pool, beautiful greenspace views and solar energy. Schedule your private showing today!

334 Peninsula Island Point, 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

$1,199,900

Dunn Legacy SubDv. ⋅ 32750 Zip Code

531 N Us Highway 17 92, Longwood

$1,199,000

4 Beds ⋅ 3 Baths ⋅ Alaqua Lakes Ph 4 SubDv. ⋅ 32779 Zip Code

Welcome to 3387 Regal Crest Drive-an elegant golf front residence ideally positioned along the 7th fairway of the Legacy Club within the prestigious guard-gated community of Alaqua Lakes. Offering 3,038 square feet of beautifully designed living space, this home features 3 bedrooms, 3 full baths and a dedicated over-sized office that can easily be converted to a 4th bedroom. A refined interior showcases timeless architectural details including crown molding and coffered ceilings throughout. The formal living room is anchored by a fireplace and enhanced by a wet bar with a wine refrigerator creating a sophisticated setting for entertaining. A separate formal dining room provides an elegant space for hosting family and guests. At the heart of the home, the kitchen opens naturally to the spacious family room creating an inviting and functional layout for everyday living. Custom built-ins add both character and style to the family room while providing a beautiful focal point and additional display and storage space. Designed to embrace the Florida lifestyle, the living areas flow effortlessly to the expansive lanai, outdoor summer kitchen, screened sparkling pool and spa offering a private oasis for relaxing and entertaining. With its desirable golf-course setting, gracious formal spaces, custom architectural details, versatile floor plan and resort-style outdoor living, this residence offers an exceptional opportunity to enjoy the privacy, elegance and lifestyle of Alaqua Lakes. This home is covered by a whole home warranty to also cover the pool/spa and is transferable to the new owner. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.

3387 Regal Crest Drive, 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

$1,125,000

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. **SOLAR PANELS WILL BE PAID OFF AT CLOSING** Schedule your private showing today and experience all this remarkable home has to offer.

3367 Canyon Grand Point, Longwood

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