Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Living Area Square Feet: 3500+
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Longwood - 38 properties found
3545 LEGACY HILLS CT, LONGWOOD, FL 32779
$5,200,00024 Days on yellowkey MLS ID: O6396829
Bed: 7 Bath: 8.0 Gar: 6 Liv Area Sq Ft: 10684 Built: 2002Monthly Fee: $885 Tax: $43,088 (2024)Community: Alaqua LakesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$43,088
Elementary School: Heathrow Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Markham Woods Middle
Remarks: Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property includes a 3114 sq ft separate guest house complete with a kitchen and living space on the main level and a bedroom, bonus room/game room & massage room upstairs making it perfect for multigenerational families or hosting visitors. The main residence boasts elegant living featuring soaring ceilings, refined architectural details and thoughtfully designed living spaces. The first floor highlights an unrivaled owner’s retreat privately situated and complete with a marble-surround gas fireplace, sitting area, spa-like bathroom and expansive walk-in closets. A secondary en suite bedroom, formal living and dining spaces and an elevated office complete the main level of this home. The updated gourmet kitchen is a true showpiece featuring stainless steel appliances, custom cabinetry, a stunning marble island and a large walk-in pantry all opening seamlessly to the family room. Unique features such as a saltwater aquarium and a private side porch with remote-operated screens overlooking the koi pond and putting green add to the home’s distinctive charm. Upstairs you’ll find 4 bedrooms and two expansive entertaining areas. The game room and bar make entertaining effortless as this entire level feels like its own private lounge with a beautiful bar and custom cabinetry through out. The adjacent second entertaining area is a fully loaded home theater complete with a bar to take movie nights to a new level designed for an immersive experience right at home. The outdoor living experience is nothing short of spectacular! Designed as a private resort, the grounds feature an extensive covered lanai, a summer kitchen, an outdoor cabana bar, adjacent pool bath & outdoor shower and a tropical heated pool and spa with a grotto with built-in bench seating and fountains all overlooking the sweeping golf course views. Enjoy tranquil moments by the koi pond, practice on the private putting green or entertain effortlessly in this one-of-a-kind setting. A basketball/sport court and whole home generator adds to the estate’s exceptional lifestyle offerings. A 6-car garage, 4 in the main residence and 2 in the guest house plus an add'l golf cart bay, and fully fenced property completes this remarkable property. With its prime golf course setting, extensive upgrades and unparalleled amenities, this estate represents the pinnacle of luxury living in one of Central Florida’s most sought after communities. 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.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ellen Bessette (407-496-0076)
1856 ALAQUA DR, LONGWOOD, FL 32779
$1,450,00041 Days on yellowkey MLS ID: O6392922
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4007 Built: 1988Monthly Fee: $347 Tax: $8,385 (2025)Community: Alaqua Ph 1Spa: YesSingle Family
Taxes:$8,385
Tax Year: 2025
Remarks: Welcome to Alaqua Drive, Luxurious Upgraded Excutive Home Reflects Timeless Appeal **Sprawling Over An Acre of Tropical Green & Fresh Landscape**Enclaved in the Estate Gates of Alaqua- the Areas Most Respected Gold Gated Communities**Features Include:Sun-filled Home**Natural Stone &Hardwood Floors on a spectacular Open Space that Boasts **5 Bedrooms* & *a Family Lounge. Large cathedral ceilings** Expansive Gourment Chef Kitchen w/ Large Island & State of the Art Applliances**Walk-in Pantry **Three-Car Garage**Large sparkling Heated Pool w/ Screen Enclosure**Oversized Lanai Built In-Stainless Steel Summer Kitchen Grill**Abundant Storager & Large Closets to be Found Everywhere** Make this well-maintained Spectacular Home Your Own. Located just North of Downtown Orlando**Very Desirable Lake Mary School District**This Residence is 50 minutes from Both Attractions and Beaches**Convenient to Fine Dining**Shopping & All of the Amenities Seminole County Has to Offer*- call for more information**TANKLESS water heater**Solar heated Pool**Both Air Conditiong Units 5 Years Old**Water Heater 5 Years Old**Generator 5 Years Old**All Bathrooms And Kitchen Fully renovated.**House has been updated with newer pipes and so on.
Listing is courtesy of: DOVER INTERNATIONAL CO., INC. (407-333-0711)
Listing Agent: Louis Joachim (407-333-0711)
427 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$775,000105 Days on yellowkey MLS ID: O6373846
1 Days Off yellowkey (back on 4/21/2026)
REDUCED by $24,999 (3.1%) on 04/16/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3510 Built: 2006Monthly Fee: $148 Tax: $6,401 (2025)Community: Brentwood ClubSpa: NoSingle Family
Taxes:$6,401
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Updated and fully renovated four-bedroom, three-bathroom home has a three-car garage, large paver driveway, and 3,510 square feet of living space. 427 Brentwood Club Cove is located in a small gated community off Lake Emma Road in Longwood, FL. This unique home features multiple flex spaces: a private office with French doors, a large private loft upstairs, a home gym, a living room, a formal dining room, AND a great room. The office and loft could easily be modified to create bedrooms five and six, and the gym room could double as a nursery, attached to the primary bedroom! All bedrooms are on the first floor. The thoughtfully designed split-bedroom floor plan places the primary suite in its own private wing, creating a true retreat with new wood flooring, double closets, a spa-style bathroom with soaking tub and separate shower, and a dedicated workout room featuring a Tonal wall fitness system. The heart of the home is the beautifully renovated kitchen with new cabinetry, countertops, ambient cabinet lighting, and new appliances. The kitchen has a large dining space and overlooks the great room—perfect for entertaining and everyday living. A hallway off the main living area leads to three additional bedrooms and two large bathrooms. Step outside to enjoy Florida living at its best with a newly built 15×32 custom pool, hot tub, and screened enclosure, plus a covered patio. There is plenty of parking, including a three-car garage and a large paver driveway that accommodates up to six vehicles. Recent improvements provide peace of mind, including a roof replacement in October 2021, both HVAC systems replaced less than five years ago, a new water heater, a fully renovated kitchen, new whole-house flooring, a new pool/pool deck/screen enclosure, a fenced backyard, and a beautiful paver patio in the backyard for cookouts and stargazing. This move-in-ready home combines space, modern updates, a convenient location, and top-rated Seminole County schools. Schedule your viewing today!
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
283 LAKAY PL, LONGWOOD, FL 32779
$849,00055 Days on yellowkey MLS ID: O6389639
REDUCED by $20,000 (2.3%) on 04/14/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3596 Built: 2004Monthly Fee: $169 Tax: $6,719 (2024)Community: Terra OaksSpa: NoSingle Family
Taxes:$6,719
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Priced to sell! Live the Florida lifestyle in the private, gated community of Terra Oaks in Longwood. Set on over a quarter-acre with a stunning heated pool, this beautifully maintained home impresses from the start with manicured landscaping, a tile roof, paver driveway, and a grand, welcoming entry. Inside, you’ll find soaring 21-foot ceilings and a bright, open layout with solid wood and tile flooring throughout the main level, custom drapery, and a motorized screen at the family room sliders. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, wood cabinetry, stainless steel appliances, tile backsplash, a pantry, bar seating, and even two sinks opening to a breakfast nook with views of the pool. The adjacent dining room is accented by chair railing and an elegant crystal chandelier. Step outside to your private backyard retreat. The newer custom heated pool showcases a sun shelf for lounging, LED lighting, a waterfall pergola, and additional water features creating a true resort-style escape. The covered lanai offers the perfect space for year-round gatherings and indoor-outdoor living. The spacious primary suite is conveniently located on the main level and includes two walk-in closets and a spa-like bath with dual vanities, a glass-enclosed shower, and a jetted tub. There is a dedicated office/living room and a separate guest bedroom with a full nearby bath on the main level. Upstairs, two generously sized en-suite bedrooms offer great closet space, along with a versatile loft ideal for a playroom, gym, or media room. Enjoy evenings on the upstairs veranda overlooking the fenced backyard. Recent updates include a fresh exterior paint job and new flooring on the stairs, main-level guest bedroom, and loft. Ideally located near top-rated schools including Lake Brantley High, plus excellent dining, shopping, and major roadways for easy access throughout Central Florida. Don’t miss this remarkable home and be sure to view the virtual tour.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,00017 Days on yellowkey MLS ID: O6399964
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7696 Built: 1990Monthly Fee: $104 Tax: $11,667 (2024)Community: Wingfield Reserve Ph 3Spa: YesSingle Family
Taxes:$11,667
Elementary School: Woodlands Elementary
Remarks: At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef’s kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County’s desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
3235 WINDING PINE TRL, LONGWOOD, FL 32779
$1,250,000172 Days on yellowkey MLS ID: O6359825
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4262 Built: 1999Monthly Fee: $340 Tax: $11,773 (2024)Community: Alaqua Lakes Ph 2Spa: YesSingle Family
Taxes:$11,773
Remarks: Under contract-accepting backup offers. Life unfolds beautifully in this golf front estate in the desirable guard gated community of Alaqua Lakes. Framed by mature landscaping and views of the 12th fairway, this home blends timeless elegance with modern comfort. Soaring ceilings, expansive living areas, and designer finishes create an inviting flow for both grand entertaining and relaxed everyday living. The gourmet kitchen is the heart of the home, featuring stone counters, stainless steel appliances, a five burner gas range, and rich wood cabinetry. French doors open from the family room to a private outdoor retreat where a sparkling pool, spa, and outdoor kitchen invite long afternoons and sunset gatherings. The first floor primary suite offers a true escape with a gas-fireplace, spa inspired bath, and private views of the lush backyard. The second bedroom is situated on the first floor with a private en-suite bathroom. Upstairs, generous bedrooms, a study, and a flex space with balcony access provide room for work, play, and guests. Located on over half an acre within one of Seminole County’s premier golf and country club communities, residents enjoy world class amenities including tennis, fitness, and resort style pools. This is not just a home, it is a lifestyle of elegance, connection, and comfort in the heart of Longwood.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Brian Hyser (407-951-2472)
27 STONE GATE N, LONGWOOD, FL 32779
$1,395,00055 Days on yellowkey MLS ID: O6389073
0 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4447 Built: 2000 Tax: $7,833 (2024)Community: Ravensbrook 2Nd AddSingle Family
Taxes:$7,833
Elementary School: None
High School: None
Middle School: None
Remarks: Experience elevated lakefront living at 27 Stone Gate N, a custom waterfront pool home in Longwood that blends architectural character, scenic water views, and an exceptional indoor-outdoor lifestyle. Set on a beautiful lakefront homesite, this residence offers a rare balance of privacy, comfort, and timeless design. Inside, striking ceiling details add depth and sophistication throughout, while the family room fireplace creates a warm and inviting focal point. The oversized office is a remarkable space of its own, featuring soaring ceilings and an impressive sense of scale that creates an inspiring environment for work, creativity, or quiet retreat. Generous living areas, abundant natural light, and captivating lake views enhance the home’s overall warmth and appeal. Outdoors, the pool and waterfront setting create a private backyard retreat ideal for entertaining, relaxing, and enjoying the best of Florida lakefront living. Recent improvements add meaningful value and peace of mind, including a roof replaced in 2024, ArmorVue windows and sliding doors completed in phases from 2023 to 2025, updated well water filtration and softener system, a new kitchen oven, and a pool pump and filter system replaced in 2024. A rare opportunity to own a custom lakefront home in Longwood with memorable architectural detail, major recent updates, and a truly exceptional setting.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Chocky Burks (407-493-2748)
107 PALM SPRINGS DR, LONGWOOD, FL 32750
$525,000230 Days on yellowkey MLS ID: TB8428318
1 Days Off yellowkey (back on 2/3/2026)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4388 Built: 1965 Tax: $7,520 (2024)Community: Sanlando SpgsSingle Family
Taxes:$7,520
Elementary School: Altamonte Elementary
High School: Lyman High
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Highest & Best Due by 5 pm 1-28-2026!!! New Roof 2026 (contingent on offer amount) This expansive estate offers 5 bedrooms, 5 bathrooms, a guest house, in-law suite/man cave, media room, and a sparkling pool, all on one incredible property! With over 4,300 square feet, there’s ample space for a home office, guest accommodations, and year-round entertaining. The main home features 4 bedrooms, 3 bathrooms, a den, and a media room. The updated kitchen boasts new cabinets, quartz countertops, an entertainer’s island, and new tile floors. A striking double-sided wood-burning fireplace warms both the dining and living areas, complemented by beautiful Spanish tile flooring throughout the main living spaces. Bathrooms have been tastefully updated, with fresh tile flooring in the secondary bedrooms and hallway. The guest house (840 sq. ft.) includes its own kitchen, living room, full bath, spacious bedroom with walk-in closet, and utility room, perfect for extended family or visitors. The in-law suite/man cave (456 sq. ft.) offers a flexible layout with a living area, kitchenette, full bath, and an additional room currently used as a bedroom (not included in the official count). Ideal for a private home office, hobby space, or multigenerational living. Step outside to enjoy the screened porch and private pool, surrounded by fruit-bearing peach, guava, moringa, avocado, and kumquat trees. Recent updates include partial roof replacement in 2016 and the remaining roof in 2020, along with fresh interior paint. Conveniently located near Rolling Hills Golf Course and close to shopping, dining, and major routes, this property truly has it all. Space, style, and versatility!
Listing is courtesy of: DIVINE ESTATES REALTY LLC (813-401-1851)
Listing Agent: Nehad Darwish (813-401-1851)
3138 WINDING PINE TRL, LONGWOOD, FL 32779
$1,349,00028 Days on yellowkey MLS ID: O6396505
1 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3739 Built: 2000Monthly Fee: $353 Tax: $9,522 (2024)Community: Alaqua LakesSpa: YesSingle Family
Taxes:$9,522
Remarks: Under contract-accepting backup offers. Elegant custom-built Maroon home situated on a sought-after golf-front homesite in Seminole County's premier 24-hour guard-gated golf community of Alaqua Lakes. This IMPECCABLY-KEPT estate features numerous recent upgrades and enhancements, including a REPLACED TILE ROOF, newer A/C units and water heaters, updated pool equipment, new kitchen appliances, and a beautifully remodeled primary bath. This incredibly open and airy floorplan showcases soaring ceilings with detail abounding, inviting guests to a shimmering pool and massive covered lanai with tranquil golf vistas. Arrive at the oversized courtyard entry with brick paver drive, and guests are greeted with double glass front doors. Upon entry, soaring ceilings and an abundance of natural light showcase the inviting floor plan. The foyer, living room, and dining room set the stage with captivating views of the golf course, while the kitchen opens up to the family room and massive covered lanai overlooking the sparkling pool(resurfacing pending 4/2026). The primary bedroom is privately nestled unto itself and features a remodeled spa-quality bath and dual walk-in closets. The office has its own closet and can make for a 4th bedroom on the main level if needed, while the other 2 bedrooms are situated across the home and share an updated frameless glass shower and bath. Upstairs, a bonus room with private full bathroom and walk-in closet makes for the ultimate in living space flexibility. The oversized 3 car garage with high ceiling offer copious storage for all life's incidentals. As a resident of Alaqua Lakes, you'll have access to a unique 7-acre community park with an open-air pavilion, multipurpose field, tennis courts, and more—all just minutes from top-rated schools, upscale shopping, dining, business centers, and major highways. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
301 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,250,00040 Days on yellowkey MLS ID: O6393809
1 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5230 Built: 1979Monthly Fee: $367 Tax: $6,392 (2024)Community: Sweetwater Club Unit 1Spa: NoSingle Family
Taxes:$6,392
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Some homes are built. Others are crafted with intention, elevated by time, and destined to leave a lasting impression on every soul that crosses the threshold. 301 Sweetwater Club Circle is unequivocally the latter. Nestled behind the private gates of one of Longwood's most prestigious luxury gated communities, this extraordinary estate sits on more than one acre of lush, manicured grounds and delivers a living experience that is nothing short of spectacular. The corner lot positioning affords commanding presence, maximum privacy, and grounds that feel genuinely estate-like in every direction a rare and coveted combination that sets this property apart from the very first glance. From the moment you pass through the gates and pull into the estate's signature porte-cochère, the home announces itself with unmistakable confidence. Exquisitely crafted and utterly one-of-a-kind, this covered motor court entrance rivals the arrival experience of any modern luxury hotel. Coming home here is not routine. It is a celebration, a daily reminder that you have arrived somewhere truly extraordinary and there is simply nothing else like it in the market. Spanning over 5,230 square feet of thoughtfully designed living space, this residence exudes old-world elegance and timeless architectural character at every turn. Four bedrooms, four full bathrooms, a powder room, and an oversized three-car garage deliver both grandeur and real-world functionality for today's most discerning buyer. The primary suite is a sanctuary unlike any other soaring double-height ceilings open to a private loft that floats above the room, offering limitless possibilities as a reading retreat, home office, or personal escape. A rare dual master configuration within the main home creates a seamless mother-in-law suite opportunity, ideal for multigenerational living, extended guests, or simply the elevated sense of privacy that a home of this caliber deserves. Two interior bars position this residence as the ultimate gathering place for family and friends. Whether hosting an intimate dinner party or a landmark celebration, the layout flows with effortless grace and the old-world ambiance delivers a mood and atmosphere that simply cannot be manufactured. This is a home that people remember long after the evening ends and talk about long after they leave. Step outside and the estate truly reveals its full character. A sprawling private pool anchors the outdoor living space, flanked by a dedicated pool cabana complete with a full bathroom an amenity more commonly reserved for five-star resorts than private residences. A handcrafted brick gazebo, framed by lush mature tropical landscaping and sweeping manicured grounds, creates the perfect setting for al fresco dinners under a painted Florida sky or quiet mornings with coffee in a backyard that feels entirely like your own private resort. Sweetwater Club is one of Longwood's most coveted luxury gated communities, defined by its oversized estate lots, majestic mature tree canopy, and an atmosphere of quiet exclusivity that cannot be replicated. Residents enjoy access to tennis courts and pickleball courts within a beautifully maintained enclave ideally positioned near top-rated Seminole County schools, premier dining, and the very best of Central Florida living. Homes of this stature, in communities of this caliber, do not come along twice. Schedule your private showing today and experience the property.
Listing is courtesy of: THE NEWCOMER GROUP (904-599-5633)
Listing Agent: Ryan Raymond (904-315-4022)
1700 ALVARADO CT, LONGWOOD, FL 32779
$1,450,00069 Days on yellowkey MLS ID: O6385125
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6348 Built: 2002Monthly Fee: $85 Tax: $13,583 (2025)Community: Wingfield Reserve Ph 1Single Family
Taxes:$13,583
Remarks: Welcome to this EXQUISITE, one-of-a-kind estate nestled within the highly regarded community of WINGFIELD RESERVE. Set on a sprawling 1.4-ACRE LOT in one of Longwood’s most sought-after enclaves, this STELLAR 6,300+ SQ. FT. home offers unparalleled grandeur and privacy. The journey begins as you traverse a FULLY PAVED CIRCULAR DRIVEWAY, framed by towering mature trees and meticulously manicured landscaping that creates a STUNNING approach to the home’s entryway. With a NEW ROOF INSTALLED IN 2019, this property seamlessly blends timeless elegance with modern peace of mind. **The wonderful property has been recently improved with a RAPID ELECTRIC CAR CHARGER, NEW POOL HEATER, NEW BURIED PROPANE TANK, and LANDSCAPE IMPROVEMENTS!** You’ll also love the PICTURESQUE WATER VIEWS from your backyard! Upon entering through the grand DOUBLE GLASS DOORS, you are greeted by an OVERSIZED FOYER that showcases PRISTINE MARBLE AND TRAVERTINE flooring. The WINDOWS HAVE BEEN REPLACED WITH ENERGY-SAVING VINYL FRAMED WINDOWS. A magnificent HARDWOOD STAIRCASE, accented by BLACK WROUGHT IRON BALUSTERS, leads you to the sanctuary of the PRIMARY BEDROOM SUITE. This private retreat is a masterclass in luxury, featuring HARDWOOD FLOORS, HIGH CEILINGS with CRISP RECESSED LIGHTING, and a cozy GAS FIREPLACE for quiet evenings. The PRIMARY BATH offers a true spa experience with a SPA SOAKING TUB and an OVERSIZED STEAM SHOWER with FRAMELESS GLASS DOORS, leading to a LARGE WALK-IN CLOSET with CUSTOM CABINETRY and a convenient LAUNDRY CHUTE. The heart of the home is a GOURMET KITCHEN designed for the culinary enthusiast. It features a massive 8-FOOT GRANITE KITCHEN ISLAND with integrated storage, CUSTOM CABINETS WITH GLASS INSERTS, and a suite of professional-grade STAINLESS STEEL APPLIANCES, including a SUB-ZERO REFRIGERATOR, 2 BOSCH DISHWASHERS, and a 5-BURNER GAS STOVE. Adjacent to the kitchen, a substantial WALK-IN PANTRY provides a STAND-UP FREEZER and additional granite workspace. For entertaining, the opposite wing of the house boasts a SUBSTANTIAL GAME AND ENTERTAINING ROOM complete with a WET BAR, BAR FRIDGE, and fireplace, while the upstairs offers a LARGE EXERCISE ROOM and an OVERSIZED MULTI-PURPOSE ROOM featuring a VERY INTERESTING FEATURE that must be seen in person to be fully appreciated. The luxury extends to the outdoor oasis, where a SALTWATER POOL AND SPA serve as the centerpiece of a LARGE AREA LANAI. Hosting is made effortless by the INCREDIBLE RUSTIC STONED OUTDOOR GOURMET KITCHEN, equipped with a high-performance SOLAIRE INFRARED GRILL. Residents of WINGFIELD RESERVE also benefit from the community's reputation for privacy and its proximity to the natural beauty of the WEKIVA RIVER buffer and TOP-RATED SEMINOLE COUNTY SCHOOLS. 1700 ALVARADO is an EXCEPTIONAL property and a true must-see. Call today to schedule a visit!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
672 MOSSY BRANCH CT, LONGWOOD, FL 32779
$799,900192 Days on yellowkey MLS ID: O6355385
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3924 Built: 1983Community: Sabal Point Sabal Glen AtSingle Family
Taxes:
Tax Year:
Remarks: Completely remodeled and move-in ready, this impressive residence at 672 Mossy Branch Ct, Longwood redefines comfort and elegance in Central Florida. Every detail has been carefully updated — from finishes and lighting to the brand-new stainless-steel appliances, bringing convenience and modern living to your daily life. Located in an area with top-rated schools (rated 10/10 in Seminole County), this home is perfect for families seeking quality of life, safety, and convenience. Nestled at the end of a private cul-de-sac on a spacious 0.36-acre lot, the property offers peace, privacy, and a welcoming atmosphere surrounded by mature and well-maintained landscaping. With nearly 4,000 sq ft of living space, the open single-story layout provides excellent flow between rooms, featuring bright, spacious, and connected living areas — perfect for entertaining family and friends. The fully renovated kitchen is the heart of the home, equipped with modern cabinetry, built-in pantry cabinets, new stainless-steel appliances, stone countertops, and plenty of workspace for cooking and gathering. The dining room adds an extra layer of functionality and sophistication, featuring a built-in bar area complete with sink and dishwasher, ideal for hosting and entertaining guests. The primary suite is a true retreat, offering an additional sitting or office area and a spacious bathroom with contemporary finishes. The other bedrooms provide comfort and flexibility — ideal for large families, a home office, or guest accommodations. The exterior is equally charming — the generous, flat lot offers ample space to build a pool, outdoor kitchen, or playground, all while enjoying the privacy that only a cul-de-sac can provide. The location is another highlight: close to major roads, restaurants, parks, and some of the best shopping destinations in the area, yet tucked away in a quiet, refined residential neighborhood. If you’re looking for a modern, spacious, single-story home in one of Longwood’s most desirable areas, this is your opportunity. Fully remodeled, featuring built-in upgrades, new appliances, and located within one of Florida’s top school districts, 672 Mossy Branch Ct offers the perfect balance of style, comfort, and lasting value.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Luanna Maia (407-360-8056)
1805 MEADOWBEND DR, LONGWOOD, FL 32750
$1,400,00042 Days on yellowkey MLS ID: O6392482
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 4000 Built: 1985Community: Meadowlands 5 Acre DevSingle Family
Remarks: Priced below appraisal. Welcome to 1805 Meadowbend Dr, a small gated enclave of 6 estate homes. This impressive property offers a unique blend of country living within city limits. Spanning over 4,000 sq ft on a sprawling 5-acre lot, this residence is priced at $1,400,000. The home showcases a downstairs master bedroom complete with a sitting area. The master suite features double California closets and an ensuite bath equipped with a soaking tub, separate shower and vanity with double sinks. Additionally, it provides direct access to the pool area for added convenience. There are 4 additonal bedrooms and 3 additional baths with one recently updated to be ADA compliant. The common areas are designed for comfort and entertaining. A combined living-dining room boasts a gas fireplace and large sliders providing picturesque views of the pool. The light-filled chef's kitchen is fitted with double ovens and extensive counters, opening up to the breakfast nook and family room. More than just functional spaces, these rooms exude charm through details such as built-in bookshelves, big screen TV and surround sound system in the family room. A large bonus room offers further flexibility while leading out to the pool and outdoor covered patio featuring a built-in grill. Outdoor amenities include a screened pool, spa and porch overlooking the lovely yard and stables. Equine enthusiasts will appreciate the five-stall stable with tack room, corral, and pasture. Additional structures include multiple sheds and outbuildings spread across the property. The garage features a sleek look with cabinets for storage and parking that can accommodate four cars. Sports lovers can enjoy their own lighted tennis court that also includes a basketball hoop. The entire compound benefits from dusk-to-dawn lighting along with an extensive sprinkler system for easy maintenance. Efficiency has been prioritized in this home’s design with minimal running costs ensured by an installed $30k 11.7 KW peak solar system controlled by an app. Other recent updates include new doors & windows (2020) and metal roof installation (2020). Water heater exchange system. Water supply comes from a well equipped with water softener, chlorinator and carbon filter ensuring quality supply throughout the house. Safety is prioritized with a monitored security system and a gated community setting. Longwood, FL offers a plethora of amenities. Enjoy easy access to quality schools, shopping centers, health facilities, recreational parks, and dining options. Its location also provides convenient commute times to nearby cities. Every aspect of this home has been thoughtfully designed and meticulously maintained to create a truly unique living experience. You are invited to step into this world of comfort and luxury at 1805 Meadowbend Dr. Termite Bond in effect. Items that do not convey: Big Cranes and Bear in Garden and Tesla Charger in Garage.
Listing is courtesy of: PERFECT FIT PROPERTIES (407-310-3878)
Listing Agent: Christy Fauquher (407-310-3878)
9 STONE GATE N, LONGWOOD, FL 32779
$1,250,00084 Days on yellowkey MLS ID: O6381021
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 4225 Built: 1991Community: Ravensbrook 1St AddSingle Family
Remarks: Lakefront pool home on nearly 2 private acres in the established Ravensbrook community. This 4,225-square-foot residence features 6 bedrooms, 4 full and 2 half baths, a spacious multi-level layout, and oversized windows showcasing scenic lake views. Major updates include whole-house replumbing 2022, electrical panels updated, a water filtration and softener system, and new HVAC air handlers (2025). The pool was resurfaced in 2023, and the property offers approximately 190 feet of shoreline with a private dock and expansive grounds for recreation and privacy. The home presents an opportunity for cosmetic updates, allowing buyers to personalize finishes. Ravensbrook is known for large estate lots, architectural variety, and a quiet setting close to shopping, dining, parks, and major roadways. The voluntary HOA is $200 annually. A rare opportunity to own a substantial lakefront property in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Jim Ruddy (407-718-0984)
1709 IVERNESS CT, LONGWOOD, FL 32779
$975,00067 Days on yellowkey MLS ID: O6385572
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4257 Built: 1990Community: Markham MeadowsSingle Family
Remarks: DOWNSIZING! Almost empty nesters! Expansive one-level executive home of 4200+ sf nestled on an unbelievable 1+ ACRES in highly desirable Markham Meadows; MINIMAL HOA FEE of only $780/yr!! This beautiful home offers an ideal blend of comfort and style. Boasting 4 spacious bedrooms (incl second master suite or in-law suite) and 5 full baths, this residence provides ample room for both relaxation and entertainment. A separate office with built-ins offers the perfect environment for working from home or pursuing personal projects. The Primary master suite is privately situated to itself and showcases a sitting area overlooking the pool, a large walk-in closet, and an ensuite bath complete with an oversized hydro-massage bath and separate shower stall. The sparkling screened-in pool/spa with travertine deck, waterfall, and covered lanai is ideal for enjoying the ultimate Florida lifestyle. The property provides plenty of outdoor space to enjoy, with room for gardening, outdoor activities, or simply unwinding in the serene setting. The home's location is ideal for those seeking both privacy and proximity to essential amenities such as great schools, world-class attractions, shopping, dining, and business districts. With its mix of functionality and charm, this property offers an exceptional living experience. It should be noted that the listing price reflects that the owner had a sinkhole insurance claim in 2009 that was successfully resolved.
Listing is courtesy of: PREFER 1 REAL ESTATE, INC. (321-303-1706)
Listing Agent: J Robert Brown (321-303-1706)
2108 SILVER LEAF CT, LONGWOOD, FL 32779
$1,049,000184 Days on yellowkey MLS ID: O6357139
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4200 Built: 1984Community: Wingfield Reserve Ph 2Single Family
Remarks: This home has a brand new roof being installed, and has been re-plumbed. Ideally nestled within the established Wingfield Reserve community of Longwood, this stunning ONE LEVEL 4-bedroom, 4-bath home sits on a private one-acre lot and combines timeless elegance with modern updates; NO CARPET ANYWHERE. Calacatta Gold marble flooring flows through the main living areas, while luxury vinyl plank adds warmth to the bedrooms. The chef-inspired kitchen features Black Galaxy granite countertops, crisp white cabinetry, Avsiiile faucets, and a KitchenAid Pro Series stainless steel appliance suite. Designed for both comfort and style, the family room showcases a vaulted wood-beam ceiling and a custom fireplace feature wall. The primary suite offers a custom walk-in closet and a spa-inspired bath, while a separate in-law suite with a private entrance provides added flexibility. French doors open to a screened lanai with travertine tile decking, a summer kitchen and bar, and a sparkling pool surrounded by lush landscaping for a true resort-like retreat. Additional updates include a new irrigation system, newer A/C and water heater, and two septic tanks replaced three years ago. Ideally located off Markham Woods Road with easy access to I-4, shopping, dining, and Wekiwa Springs State Park, this home offers the perfect balance of privacy, natural beauty, and convenience in one of Longwood’s most sought-after communities. This property may be under audio/visual surveillance.
1810 OAKBROOK DR, LONGWOOD, FL 32779
$1,699,999 MLS ID: O6315209
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4508 Built: 2000Community: Alaqua LakesSingle Family
Remarks: Under contract-accepting backup offers. Now is your chance to discover this exceptional one-level custom home nestled adjacent to a serene conservation lot in Seminole County’s premier 24-HOUR GUARD-GATED luxury community—Alaqua Lakes. Situated on an OVERSIZED 2/3 of an acre PRIVATE homesite, this residence embodies high-end living in the largest single-story estate residence currently available in the community. Thoughtfully designed and thoroughly updated, this one-story home features soaring 14-foot ceilings upon entry, 4 bedrooms, a dedicated office, a spacious bonus/game room, and 4.5 newly updated baths—offering incredible flexibility for any lifestyle. Step through elegant double glass front doors into a bright, open floor plan with dramatic 14' ceilings and panoramic views of lush landscaping and a sparkling-salt-converted and newly resurfaced pool, all set beneath an expansive covered and screened lanai. Newly installed large-format polished porcelain flooring can be admired in the living room, kitchen, family room, laundry room, and bathrooms, while elegant wood flooring adds a touch of warmth and refinement to the game room and office, and secondary bedrooms. All living spaces boast impressive 12' ceilings. The recently renovated gourmet kitchen is a chef’s dream, complete with luxurious new countertops, a stylish bar area, and top-of-the-line appliances—including Wolf double ovens, a Wolf induction cooktop, Sub-Zero built-in refrigerator, and Cove dishwasher. Each bedroom boasts its own ensuite, newly updated bath with top-line Kohler products, and oversized walk-in closet, providing comfort and privacy for family and guests. The owner's suite is a private retreat, featuring a generous sitting area, dual walk-in closets, and a spa-inspired bath with a privacy wall for added seclusion. The versatile game room includes a built-in bar, with sink and wine cooler, as well as display case, along with its very own closet; ideal for entertaining friends and family alike! Outdoors, the resurfaced saltwater pool is a true showstopper—perfect for unwinding in your own private oasis. Additional upgrades include newer AC units and water heaters, a replaced outdoor Lynx grill, updated landscaping and outdoor lighting, and more—offering peace of mind and modern efficiency. As a resident of Alaqua Lakes, you'll have access to a unique 7-acre community park with an open-air pavilion, multipurpose field, tennis courts, and more—all just minutes from top-rated schools, upscale shopping, dining, business centers, and major highways. This property may be under audio/visual surveillance.
2405 ALAQUA DR, LONGWOOD, FL 32779
$3,500,000 MLS ID: O6372088
Bed: 6 Bath: 8.5 Liv Area Sq Ft: 10059 Built: 2000Community: Alaqua Ph 3Single Family
Remarks: Under contract-accepting backup offers. Experience the epitome of luxury living at 2405 Alaqua Drive, an extraordinary estate situated on a rare 2.31-acre double lot in the exclusive, guard-gated community of Alaqua. Offering sweeping golf and water views, this residence exudes elegance, privacy, and refined craftsmanship. The stately porte-cochère creates a grand first impression, leading you to the impressive entry where soaring ceilings, intricate millwork, and a breathtaking grand staircase set the tone for the home’s architectural grandeur. The formal living room serves as the centerpiece of the home, with high coffered ceilings, expansive windows, and a custom fireplace that adds warmth and sophistication. Rich custom built-ins and a grand piano lend the room both function and beauty, while an open flow to the adjoining spaces creates an ideal environment for both intimate gatherings and large celebrations. The home is flooded with natural light, enhancing its sense of openness and grandeur. The gourmet kitchen is a chef’s dream, featuring high-end appliances, a large center island perfect for meal preparation, and beautiful custom cabinetry with elegant hardware. The design seamlessly connects to the spacious family room, creating a welcoming space for relaxation and entertainment. An expansive formal dining area offers a perfect setting for hosting dinner parties, complete with refined lighting and ample space for a large dining table. On the upper level, the primary suite serves as a tranquil retreat, offering breathtaking views of the golf course and water. This suite features custom walk-in closets designed with luxurious finishes and ample storage. The adjoining spa-like ensuite bathroom is a sanctuary, with dual vanities, a massive walk-in shower with frameless glass doors, a freestanding soaking tub, and polished marble finishes. The suite also boasts a private kitchenette and laundry, adding unparalleled convenience and comfort. Adjacent to the master suite is a glass-enclosed room, offering panoramic views of the formal living area below. This versatile space could easily be used as a private office, home gym, or an additional sitting area, providing both privacy and stunning appeal. This home includes multiple ensuite bedrooms, each featuring high-end finishes, ample closet space, and natural light. The movie theater is designed to provide the ultimate cinematic experience, with plush seating, custom wood paneling, and an immersive surround sound system for an unparalleled viewing experience. Stepping outside, the estate unfolds into a resort-style backyard designed for ultimate relaxation and entertainment. The pool area commands attention with its raised spa, dramatic fountain features, and lush tropical landscaping that ensures privacy. The outdoor kitchen, complete with a built-in grill, hood, generous prep areas, and service space, is ideal for hosting guests year-round. Expansive deck areas provide ample space for lounging and sunbathing, while the covered lanai, adorned with decorative beams and multiple ceiling fans, offers comfort and elegance. Beyond the lanai, you’re greeted by stunning views of the golf course and water, creating a sense of serenity and seclusion. This outdoor retreat provides an ideal setting for enjoying quiet mornings or hosting large-scale gatherings, with space that flows seamlessly from the indoors to the outdoors. Whether you're enjoying a sunrise coffee or hosting an evening soiree, this estate offers the perfect backdrop.
Listing is courtesy of: ALPHA EQUITY REALTY & MANAGEMENT INC (407-789-1002)
Listing Agent: Abbas Sultanali (407-435-9596)
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