Location: Longwood
Do Not Show Listings
1 STONE GATE S, LONGWOOD, FL 32779
$1,635,00031 Days on yellowkey MLS ID: O6403185
REDUCED by $40,000 (2.4%) on 05/20/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4659 Built: 2022Monthly Fee: $17 Tax: $17,211 (2024)Community: RavensbrookSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$17,211
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Markham Woods Middle
Remarks: Welcome to 1 Stone Gate South! This is a once in a lifetime opportunity to own one of the most spectacular custom luxury estates in the prestigious Ravensbrook community, nestled inside the coveted Markham Woods Corridor in Longwood, Florida! Ravensbrook is one of Markham Woods most sought-after communities, featuring approximately 80 custom home sites averaging one acre a piece, offering privacy, space, and an exclusive lifestyle that is hard to beat. Built in 2022, this stunning single-story executive home offers 4,659 heated square feet of pure luxury living - all on one floor! With soaring 12-foot ceilings throughout the living areas and an abundance of natural light pouring in from every direction, the open and airy atmosphere is nothing short of breathtaking. Large Porcelian Tile floors flow throughout the living areas, setting an unmistakable tone of elegance and sophistication from the moment you arrive. The residence features 5 oversized bedrooms, each with its own walk-in closet, 4 full bathrooms and 1 half bath, 2 office spaces and a bonus room! The primary suite is in a class of its own, spanning an extraordinary approximately 1,300 square feet and featuring direct access to the pool and outdoor living area. The spa-inspired primary bathroom includes a freestanding soaking tub, dual vanities with quartz countertops, and a truly showstopping oversized shower featuring dual shower heads, a rain shower head, and an opposing body sprayer — a private retreat you will never want to leave! A second bedroom with its own en-suite bathroom functions as a dual primary suite, making this home ideal for multigenerational living or hosting guests in absolute comfort. The gourmet kitchen is a chef’s dream, featuring quartz countertops, stainless steel appliances, a gas range, built-in oven, and a walk-in custom cabinetry pantry that has to be seen to be believed. Two dedicated office spaces and a large bonus room currently used as a private workout room add incredible versatility and functionality to this already exceptional floor plan. The oversized 3-car garage gives you plenty of space to park your vehicles and store belongings! Step out back and prepare to be absolutely wowed! The approximately 2,500 square foot screened outdoor entertainment area is nothing short of a private resort. The saltwater heated pool features an upgraded pebble tech style pool surface, upgraded tiles, stunning LED color lighting, and is fully app-controlled for your convenience. The 360-degree infinity spa boasts two water features, creating an atmosphere of pure relaxation and comfort. The covered lanai and fully equipped summer kitchen- complete with a built-in grill, exhaust hood, and sink, make this the ultimate entertainer’s dream home! Additional features include a whole home standby Generac Generator, whole home water filtration & softener system, a concrete flat tile roof, & all major mechanicals from 2022, offering the peace of mind and reliability of essentially new construction. The optional HOA provides access to Ravensbrook’s private non-motorized boat ramp, perfect for kayaking and enjoying Florida’s incredible outdoor lifestyle! Zoned for top-rated Seminole County schools: Woodlands Elementary, Markham Woods Middle, and Lake Mary High School. 1 Stone Gate South is not just a home it is the ultimate lifestyle. A rare opportunity to own a custom luxury estate of this caliber, at this size, on this corridor, simply does not come along often!
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
116 WINDMILL WAY, LONGWOOD, FL 32750
$596,00057 Days on yellowkey MLS ID: O6396045
REDUCED by $17,000 (2.8%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3077 Built: 1973Monthly Fee: $25 Tax: $5,427 (2025)Community: Sleepy Hollow 1St AddSpa: YesSingle Family
Taxes:$5,427
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Reduced price! Best value in the area! Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old, AC is 6 months old, and brand new insulation as well! The home features a beatiful pool with spa, and expansive outdoor space, perfect for entertaining, along with a large Florida room that provides additional flexible living space. Inside, you’ll find ceramic tile throughout, a welcoming family room with a stone fireplace, and a layout designed for both comfort and privacy. The primary suite includes dual closets, double vanities, and a walk-in shower. Additional highlights include a 2-car garage with extra storage and a fully fenced backyard with room for a boat or RV. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)
Listing Agent: Sandra Montano (321-948-3411)
289 WILMA ST, LONGWOOD, FL 32750
$315,00088 Days on yellowkey MLS ID: O6386313
REDUCED by $40,000 (11.3%) on 05/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1277 Built: 1964 Tax: $3,943 (2024)Community: LongwoodSingle Family
Taxes:$3,943
Elementary School: None
High School: None
Middle School: None
Remarks: Located in the heart of Historic Longwood, partially remodeled.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Saima Kutik (407-925-3952)
607 WREN AVE, LONGWOOD, FL 32750
$359,90045 Days on yellowkey MLS ID: O6399015
REDUCED by $10,000 (2.7%) on 05/20/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1976 Tax: $3,606 (2024)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$3,606
Remarks: Exquisitely renovated 4-bedroom residence in the desirable Longwood area, where modern elegance meets everyday comfort—with the added benefit of no HOA. This turnkey home has been thoughtfully redesigned with high-end finishes and refined details throughout, offering a truly elevated living experience. Step inside to discover fresh designer paint, rich crown molding adorning the main living spaces, and sophisticated white-oak-inspired luxury vinyl plank flooring that creates a seamless and inviting flow. The chef’s kitchen is a stunning centerpiece, appointed with sleek granite countertops, classic shaker-style cabinetry, and a full suite of new stainless-steel appliances—perfectly blending style and functionality.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
965 BUCKSAW PL, LONGWOOD, FL 32750
$530,00016 Days on yellowkey MLS ID: O6406984
0 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2361 Built: 1988Monthly Fee: $43 Tax: $6,699 (2024)Community: Hidden Oak EstatesSingle Family
Taxes:$6,699
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Welcome to this spacious 4-bedroom, 3-bath home in Hidden Oak Estates, offering 2,361 square feet of well-designed living space. Built in 1988, this home features a beautiful chef’s kitchen, updated LVP flooring, tile in the bathrooms, indoor laundry, and an oversized sunroom that adds even more flexible living space. The layout includes a formal living room, formal dining room, and a large family room with a wood-burning fireplace. All bedrooms are generously sized, and the community dock adds to the neighborhood appeal. Conveniently located near shopping, dining, major roadways, and top-rated Seminole County schools, this home combines space, comfort, and location in one exceptional package.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Wendy Wagner (407-947-6879)
2151 JUDITH PL, LONGWOOD, FL 32779
$799,000208 Days on yellowkey MLS ID: FC313733
1 Days Off yellowkey (back on 2/1/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2800 Built: 1988 Tax: $2,499 (2024)Community: Mandarin Sec 8Single Family
Taxes:$2,499
Remarks: Under contract-accepting backup offers. Your dream home just hit the market! Tucked away at the end of a quiet cul-de-sac, this stunning 5-bedroom, 3-bath retreat sits on an incredible 1.5+ acre lot—one of the most unique in the area! With a new roof and gutters (2025), HVAC (2023), and fully paid-off solar panels, this home blends comfort, efficiency, and peace of mind. Step inside to a freshly painted exterior, a cozy wood-burning fireplace, and a recently renovated owner's suite designed for pure relaxation. The open, light-filled layout invites connection and comfort, while the sprawling lot offers endless possibilities—build a second home, garden, or create your private backyard paradise. Plus, with no mandatory HOA, you have the freedom to make it truly yours. Enjoy the perfect blend of modern updates, space, and serenity—a one-of-a-kind Florida retreat ready to welcome you home.
Listing is courtesy of: WATSON REALTY CORP (386-246-9222)
Listing Agent: Sherron Skibo (301-526-1772)
1200 WAVERLY WAY, LONGWOOD, FL 32750
$587,000107 Days on yellowkey MLS ID: O6382272
REDUCED by $10,000 (1.7%) on 05/19/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2416 Built: 1974 Tax: $5,778 (2025)Community: Knollwood 3Rd Add AmdSingle Family
Taxes:$5,778
Middle School: Milwee Middle
Remarks: Welcome to this charming ranch style single-family home, perfectly situated on an oversized 0.71-acre corner lot in the highly desirable Knollwood community of Seminole County. Offering 4 spacious bedrooms, 2.5 baths, and 2,416 heated square feet, this home blends comfort, character, and endless potential. An oversized driveway provides ample parking for family and guests, while the expansive lot offers plenty of room to add a pool, create an outdoor oasis, or host large gatherings. Inside, you’re greeted by a warm and inviting living area featuring crown molding, a cozy fireplace, and rustic barn doors that open to the upgraded kitchen. The kitchen serves as the heart of the home, showcasing stainless steel appliances, sleek countertops, abundant cabinetry, and plenty of natural light. Built in 1974, this classic ranch offer solid bones and timeless appeal, providing the perfect canvas to customize and make it your own. Located in a highly sought-after school district and just minutes from shopping, dining, and all that Seminole County has to offer, this is a rare opportunity to own a spacious home on a premier lot in an established neighborhood. Bring your vision—this home is ready to become your forever home.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Milena Phan (407-716-0107)
3545 LEGACY HILLS CT, LONGWOOD, FL 32779
$4,800,00050 Days on yellowkey MLS ID: O6396829
REDUCED by $400,000 (7.7%) on 05/12/2026
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
Taxes:$43,088
Elementary School: Heathrow Elementary
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 Agent: Ellen Bessette (407-496-0076)
319 LOCH LOMOND AVE, LONGWOOD, FL 32750
$410,00022 Days on yellowkey MLS ID: O6403790
0 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1313 Built: 1976 Tax: $757 (2025)Community: Highland HillsSingle Family
Taxes:$757
Remarks: Under contract-accepting backup offers. Completely remodeled and move-in ready, this stunning block home with NO HOA has been transformed from top to bottom with high-end finishes and modern design throughout. From the moment you arrive, you’ll notice the exceptional curb appeal and attention to detail. Inside, the open and inviting floor plan features soaring ceilings, abundant natural light, and luxury upgrades in every room. The entire interior of the home is brand new, including all doors, trim, texture, plumbing, light fixtures, and finishes throughout. The beautifully redesigned kitchen serves as the centerpiece of the home with custom cabinetry, marble countertops, stainless steel appliances, and an ideal layout for entertaining family and friends. The spacious split-bedroom floor plan offers both comfort and privacy, while the fully updated bathrooms feature designer touches and new fixtures throughout. Major system updates provide peace of mind, including a new AC system, recently replaced roof, and recently replaced hot water heater. Step outside to enjoy the private outdoor living space perfect for relaxing and entertaining year-round. This is a rare opportunity to own a truly turnkey home that feels brand new inside and out with modern upgrades, quality craftsmanship, and no HOA restrictions.
Listing is courtesy of: NEXTDWELL (855-432-1123)
Listing Agent: Austin Cummings (407-242-8891)
1805 MEADOWBEND DR, LONGWOOD, FL 32750
$1,400,00068 Days on yellowkey MLS ID: O6392482
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4000 Built: 1985Monthly Fee: $25 Tax: $7,684 (2024)Community: Meadowlands 5 Acre DevSpa: YesSingle Family
Taxes:$7,684
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)
219 NOB HILL CIR, LONGWOOD, FL 32779
$589,75072 Days on yellowkey MLS ID: O6392082
REDUCED by $5,000 (0.8%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2306 Built: 1963 Tax: $4,190 (2025)Community: Meredith Manor Nob Hill SecSingle Family
Taxes:$4,190
Elementary School: Forest City Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: READ BEFORE SHOWING—- Wake up to serene lake views in this beautifully updated home nestled in the highly sought-after Lake Brantley community—perfect for new homeowners looking for comfort, style, and lifestyle all in one. With access to a private boat ramp and an incredibly low optional HOA of just $13/month, you can enjoy lake life without the high costs. ***This fully remodeled 3-bedroom with 4th bedroom turned into a loft/study area***, 3-bath residence has been thoughtfully upgraded for peace of mind, including full repiping, new electrical, and a brand-new roof. Step inside and you’ll immediately notice the abundance of natural light pouring through large windows, creating a warm and inviting atmosphere throughout the home. The layout is both functional and flexible, featuring a spacious upstairs loft that’s perfect for a home office, playroom, or additional living space. The kitchen offers a charming eat-in area ideal for casual meals and morning coffee, while the open living areas make entertaining effortless. Upstairs, enjoy your own private balcony—an ideal spot to unwind and take in the tranquil surroundings. Outside, the spacious backyard offers endless possibilities for gatherings, gardening, or simply relaxing in your own outdoor retreat. Currently staged to highlight its full potential, this move-in ready home is a rare opportunity to own a stylish, updated property in a fantastic location. Whether you're starting your homeownership journey or looking for a peaceful place to settle in, this home truly has it all.
Listing is courtesy of: BEST HOMES, LLC. (305-879-3707)
Listing Agent: Evelyn Otero (407-259-1789)
110 WHITLEY BAY LN, LONGWOOD, FL 32779
$524,99018 Days on yellowkey MLS ID: O6393203
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1984Monthly Fee: $125 Tax: $2,352 (2025)Community: Wekiva Cove Ph 2Single Family
Taxes:$2,352
Elementary School: Wekiva Elementary
Remarks: RARE OPPORTUNITY! Tucked away on a quiet cul-de-sac in the highly desirable Wekiva Cove community, this updated lakeside cottage-style home offers a rare opportunity to enjoy peaceful living with stunning sunset views over Sand Lake. From the moment you arrive, the charm is undeniable, surrounded by mature oak and palm trees, lush landscaping, and a setting that feels like a private retreat. Step outside to your spacious deck and private paver patio with fire pit, perfect for relaxing, entertaining, or simply taking in the breathtaking lake views. Enjoy easy access to the community dock, where you can launch your paddle board and soak in the refreshing lake breeze. Inside, the home blends warmth and style with an open floor plan, soaring vaulted ceilings, and rich dark Hemingway-style flooring throughout. A cozy fireplace anchors the living space, while the bright sunroom is filled with natural light and serene lake views, creating the perfect place to relax year-round. The flexible layout includes 3 bedrooms and 2 bathrooms, with one space ideal as a peaceful zen den or yoga retreat. A private terrace off the secondary bedroom adds an extra layer of charm and privacy. Beyond the home, enjoy direct access to community amenities right from your backyard including the residents’ clubhouse, pool, playground, tennis courts, and baseball field. Zoned for excellent schools and located in one of Central Florida’s most beloved neighborhoods, this home truly offers the best of both lifestyle and location. Recent updates include a roof (2021) and water heater (2022) for added peace of mind. ALL appliances are also included. Come experience the beauty, tranquility, and charm for yourself and imagine the memories waiting to be made here. From morning coffee by the water to unforgettable sunset evenings, this is more than a home, it’s a lifestyle ready to be yours. Call to schedule your private tour today!
Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)
Listing Agent: Caroline Beck (407-312-3281)
825 ARDEN ST, LONGWOOD, FL 32750
$480,000172 Days on yellowkey MLS ID: O6366005
REDUCED by $20,000 (4.0%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2116 Built: 1985 Tax: $1,964 (2024)Community: Sanlando SpgsSpa: NoSingle Family
Taxes:$1,964
Remarks: One or more photo(s) has been virtually staged. Escape the ordinary and discover a truly unique piece of county living in this stunning log home nestled at the end of a very quiet street in the heart of Seminole County. This rare find delivers rustic charm and privacy without sacrificing convenience, offering four spacious bedrooms and two large living areas anchored by a cozy wood-burning fireplace. The welcoming kitchen thoughtfully overlooks the dining area and downstairs living space, creating a perfect environment for entertaining. The rear of the home is a true retreat; relax on the large covered porch that seamlessly transitions to the generously sized, screen-enclosed pool. This private haven offers ultimate tranquility with an oversized lot and the added benefit of no rear neighbors—if you are looking for elbow room and a peaceful setting, look no further. Peace of mind comes with a roof replaced in 2018 and a new electrical panel with generator connections, plus plenty of storage in the oversized two-car garage. This one-of-a-kind property is ideally located just minutes from public schools, the Altamonte Mall, major hospitals, and all primary highways, offering the best of both worlds. Schedule your private viewing today!There are total of 2 parcels being sold in this listing 01-21-29-5ck-730-0400 equals .28 of an acre, the second parcel is 01-21-29-5ck-730E-0110 equals .14 of an acre.
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Troy Hensley (407-406-5300)
308 SMOKERISE BLVD, LONGWOOD, FL 32779
$635,00085 Days on yellowkey MLS ID: O6387465
REDUCED by $14,000 (2.2%) on 05/03/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2352 Built: 1979Monthly Fee: $108 Tax: $5,564 (2025)Community: Sweetwater Oaks Sec 12Spa: NoSingle Family
Taxes:$5,564
Elementary School: Sabal Point Elementary
Remarks: Under contract-accepting backup offers. Welcome to 308 Smokerise Blvd., tucked away on a quiet corner lot within a cul-de-sac in the highly sought-after Sweetwater Oaks community of Longwood. Situated on an expansive .40-acre homesite framed by majestic oak trees and mature landscaping, this 4-bedroom, 2-bath residence offers 2,352 heated square feet of inviting, thoughtfully designed living space. From the moment you step inside, the home feels warm and welcoming. Skylights fill the space with natural light, and the split floor plan provides both privacy and comfortable gathering areas. At the heart of the home is the den — a cozy yet spacious retreat featuring a wood-burning fireplace and adjoining entertaining bar area. This inviting space is what originally captured the current owners’ hearts. It’s easy to imagine evenings gathered around the fire, hosting friends at the bar, or simply unwinding at the end of the day. It’s a room designed for connection. The primary suite offers its own private escape. The ensuite bath feels like a boutique resort spa, highlighted by distinctive, whimsical wallpaper that adds personality and charm — an unexpected and delightful design statement. Step outside to your screened pool oasis surrounded by brick pavers and lush greenery. With plenty of yard space on this oversized corner lot, outdoor living comes naturally here. The Blackstone grill conveys, making the backyard perfectly set up for sunset dinners and weekend gatherings. Major updates provide valuable peace of mind: • Brand new roof • A/C replaced in 2022 • Variable-speed pool pump (2025) • Water treatment system (2021) • Three updated electrical panels (2021) Sweetwater Oaks residents enjoy private lake access and boat ramps to Lake Brantley, along with multiple parks, tennis courts, pickleball courts, a clubhouse, and scenic community spaces. Located near Wekiva Springs State Park, major highways and toll roads, Orlando attractions, beaches, shopping, and dining, the community offers both tranquility and convenience. It is also golf cart friendly :-) This is more than just a home — it’s a place where memories are made, gatherings feel effortless, and everyday living feels just a little bit special...
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: Ginny Peters (407-443-3965)
129 LAUREL OAK DR, LONGWOOD, FL 32779
$899,50037 Days on yellowkey MLS ID: O6401346
2 Days Off yellowkey (back on 5/18/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2564 Built: 1978Monthly Fee: $54 Tax: $7,254 (2024)Community: Sweetwater Oaks Sec 11Spa: YesSingle Family
Taxes:$7,254
Remarks: Under contract-accepting backup offers. WATERFRONT. PRIVATE DOCK. SUNSET VIEWS THAT STOP YOU IN YOUR TRACKS. Tucked along a quiet street in sought-after Sweetwater Oaks, this light-filled, single-story retreat delivers a vacation lifestyle every day. Step outside to a sprawling, terraced lanai designed for real Florida living, complete with a generous pool, spa, and panoramic water views that feel like they are straight out of a magazine. Cast a line, launch a kayak, or unwind as nature unfolds right in your own backyard. Inside, the home has been thoughtfully restored with a clean, functional layout that lives easy. The fully remodeled kitchen is built for gathering, featuring quartz countertops with seating, stainless steel appliances, a wine cooler, and a dedicated coffee bar. Sliding windows open directly to the patio, making indoor-outdoor entertaining seamless. The character-filled den sets the tone with soaring cathedral ceilings, original cedar beams and walls, and a striking stone wood-burning fireplace. A tucked-away library or music nook adds a quiet space to recharge. Located in a well-established community known for tree-lined streets, low HOA, and access to Lake Brantley’s private boat ramp, with highly rated schools nearby. Homes with this setting, privacy, and lifestyle rarely come available. Schedule your private showing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: David Plasencia, Llc (407-579-9369)
2271 SPRINGS LANDING BLVD, LONGWOOD, FL 32779
$925,00015 Days on yellowkey MLS ID: O6408106
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2702 Built: 1982Monthly Fee: $50 Tax: $3,798 (2024)Community: Springs Landing Unit 3Single Family
Taxes:$3,798
Remarks: Welcome to 2271 Springs Landing Boulevard, a stunningly reimagined modern residence in the highly sought-after Springs Landing community of Longwood. This fully renovated 5-bedroom, 3-bathroom pool home spans 2,702 square feet, blending elevated contemporary design with timeless luxury finishes throughout. From the moment you arrive, the home’s striking curb appeal makes a lasting impression with all-new paver driveways, lush landscaping, and a completely updated sprinkler system. Inside, the home has been thoughtfully redesigned from top to bottom with porcelain tile flooring throughout, contemporary baseboards and doors, and recessed can lighting added throughout the home to create a bright, sophisticated atmosphere. The heart of the home is the breathtaking kitchen, featuring custom shaker cabinetry, Taj Mahal granite and quartz countertops, designer tile backsplash, under-cabinet lighting, a wine refrigerator, and a massive walk-in custom pantry. The layout flows seamlessly into the living areas, centered around a custom stacked-stone fireplace with Taj Mahal granite hearth, creating the perfect blend of warmth and modern elegance. This thoughtfully designed floorplan includes two luxurious primary suites, ideal for multigenerational living or hosting guests. The main primary retreat features a custom luxury walk-in closet, individual vanities, and a spa-inspired bathroom complete with a soaking tub and designer-level finishes. An additional bedroom offers flexibility as a home office, gym, or flex space. Indoor and outdoor living merge effortlessly through all-new sliding glass doors leading to the screened-in pool and outdoor entertaining spaces. The resurfaced pool, updated tile border, and expansive screened deck create a private backyard retreat perfect for entertaining year-round. Every space throughout inside and out has been beautifully renovated with elevated finishes, including a pool bath featuring a double vanity and custom storage shelving. Major system updates provide complete peace of mind, including a new roof (2024), new windows, new water heater (2026), new HVAC system (2026), electrical panel updates (2025), and plumbing updates (2025). Located in the desirable Springs Landing community off Markham Woods Road, residents enjoy proximity to Wekiwa Springs State Park, the Seminole Wekiva Trail, and top-rated Seminole County schools. If you're looking for that "Old Florida" feel while still being centrally located, then this is the home for you! Don't blink - this home is a rare opportunity to own a truly turnkey luxury home with resort-style amenities in the heart of Longwood.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
2262 SPRINGS LANDING BLVD, LONGWOOD, FL 32779
$975,00018 Days on yellowkey MLS ID: O6406922
1 Days Off yellowkey (back on 5/18/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3493 Built: 1982Monthly Fee: $50 Tax: $4,636 (2024)Community: Springs Landing Unit 3Spa: YesSingle Family
Taxes:$4,636
Remarks: Under contract-accepting backup offers. Welcome to one of the largest homes in the coveted community of Springs Landing! A rare six-bedroom, 4.5-bath custom pool home is making its debut on the market for the first time in over 20 years. Privately on an expansive homesite along the Markham Woods Corridor, this timeless estate blends warmth, scale and unforgettable character in one of Central Florida’s beloved neighborhoods. From the moment you arrive, the charming German schmear exterior and long paver driveway create a storybook presence unlike anything else in the neighborhood. Inside, experience soaring 16-foot ceilings in the dramatic family room, where natural light pours through oversized windows and the grand fireplace anchors the heart of the home. Designed for both entertaining and everyday living, this expansive floor plan offers an effortless flow with generously sized gathering spaces, large bedrooms and endless flexibility for multigenerational living, guests, home offices, fitness rooms or playrooms. The kitchen opens seamlessly to the family room and is designed for connection. Features abundant cabinetry, extensive prep space, an eat-in breakfast bar and room for everyone to gather during holidays, celebrations and game days alike. The home's impressive scale continues outdoors where the sprawling fenced-in backyard offers enough room for football games, backyard parties, pets, playgrounds and unforgettable Florida evenings under the stars. The pool area creates the ultimate private retreat with plenty of covered lounging space for entertaining year-round. Whether hosting summer cookouts, enjoying quiet mornings by the pool, relaxing in your hot tub or gathering around the kitchen while loved ones fill the home, this property was built for making memories on a grand scale. Homes with this combination of size, charm, lot presence and location rarely become available in Springs Landing. Residents enjoy access to community amenities including tennis courts, pickleball, basketball courts, clubhouse, community pool and private access to the Little Wekiva River. Conveniently near Interstate 4, top-rated Seminole County schools, shopping, dining, state parks and everything Central Florida has to offer. A special opportunity to own a legacy property in one of Longwood’s sought-after communities. Buy with confidence, as this home has been meticulously maintained over the years. The roof, three HVACs, two hot water tanks, the electrical panel and full home replumbing have been handled for you. You don’t want to miss this one!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Rosie Reid (407-474-0600)
1934 WINGFIELD DR, LONGWOOD, FL 32779
$924,50017 Days on yellowkey MLS ID: O6407478
2 Days Off yellowkey (back on 5/17/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3575 Built: 1990Monthly Fee: $104 Tax: $6,902 (2024)Community: Wingfield Reserve Ph 3Spa: NoSingle Family
Taxes:$6,902
Remarks: Under contract-accepting backup offers. Exceptional custom estate pool home offering luxurious indoor-outdoor living, expansive entertaining spaces, and resort-style privacy on a beautifully landscaped oversized homesite. This meticulously maintained residence combines elegant architectural design with high ceilings, abundant natural light, and an impressive single-story split floor plan designed for both comfort and sophistication. A circular drive and covered entry introduce a stunning interior highlighted by dramatic ceiling heights, oversized windows, custom architectural details, and spacious gathering areas throughout. The layout blends elegant formal living with relaxed everyday functionality while creating seamless transitions to the expansive outdoor living spaces. The spacious chef’s kitchen serves as the heart of the home and features extensive cabinetry, generous counter space, center island, breakfast bar seating, stainless steel appliances, double built-in ovens, and casual dining areas overlooking the lanai and pool. The adjoining family room showcases soaring ceilings, oversized windows, multiple French doors, and exceptional natural light that enhances the home’s open and inviting atmosphere. The oversized primary suite offers a luxurious private retreat with abundant natural light, spacious proportions, and direct access to the outdoor living areas. The spa-inspired primary bath includes dual vanities, soaking tub, oversized walk-in shower, and generous storage. Additional guest bedrooms are spacious and thoughtfully positioned with updated adjoining baths, while the dedicated executive office with soaring ceilings and oversized arched window creates the ideal work-from-home environment or flex space. The outdoor living experience is exceptional! An expansive covered lanai overlooks the screened resort-style pool and private backyard, an ideal environment for year-round Florida entertaining. Multiple covered seating and dining areas provide seamless indoor-outdoor flow, while the oversized screen enclosure and mature landscaping create privacy and architectural impact rarely found in similar homes. A dedicated pool bath adds convenience and functionality for guests and entertaining. The expansive backyard showcases mature oak trees, lush landscaping, and an impressive sense of space and privacy that further enhances the estate-like setting. Property Highlights Include: • Custom estate-style pool residence • Expansive single-story split floor plan • Circular driveway and impressive curb appeal • Soaring ceilings and oversized windows throughout • Chef’s kitchen with double built-in ovens • Extensive cabinetry, island, and breakfast bar seating • Spacious family room with multiple French doors • Luxurious oversized primary suite • Spa-inspired primary bathroom with soaking tub and oversized shower • Dedicated executive office/flex room • Updated guest baths and dedicated pool bath • Resort-style screened pool and oversized enclosure • Expansive covered lanai with multiple entertaining areas • Seamless indoor-outdoor living design • Mature oak trees and beautifully landscaped grounds • Exceptional backyard privacy and oversized homesite feel • Beautifully maintained interior and exterior • Convenient access to shopping, dining, golf, and major roadways This exceptional residence offers the rare combination of elegant design, spacious luxury living, and true resort-style outdoor entertaining in one of the area’s most desirable settings.
Listing is courtesy of: SMITH MCINTOSH PROPERTIES, INC (407-302-0446)
Listing Agent: Brian Smith (321-377-4355)
478 SABAL TRAIL CIR, LONGWOOD, FL 32779
$629,90032 Days on yellowkey MLS ID: O6403175
REDUCED by $15,100 (2.3%) on 05/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2529 Built: 1984Monthly Fee: $85 Tax: $6,601 (2025)Community: Sabal Point Sabal Trail AtSpa: NoSingle Family
Taxes:$6,601
Remarks: PRICE ADJUSTMENT : Welcome to the desirable Sabal Point community! Located at 478 Sabal Trail Circle in Longwood, this well-maintained home sits on a nearly one-third acre lot, offering a spacious front yard and one of the larger rear yards in the neighborhood. The home features a split-bedroom floor plan and an open layout with both a large living room and separate family room, providing flexibility for everyday living or entertaining. The living room can easily be utilized as a spacious home office. The expansive covered rear porch overlooks a screened-in pool and deck, along with a large open patio area—ideal for enjoying Florida outdoor living. Interior features include solid wood cabinetry in the kitchen and bathrooms, solid surface countertops, and quality laminate flooring throughout the main living areas and bedrooms. Major updates include a full re-plumb with PEX piping, an upgraded HVAC system, a new roof installed in 2024, and a new pool heat pump added in 2022. Electric vehicle charging hookup in garage. Conveniently located near major roadways, shopping, dining, and zoned for great schools, this property offers space, functionality, and key upgrades within an established Longwood community.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
3508 VESTAVIA WAY, LONGWOOD, FL 32779
$509,00030 Days on yellowkey MLS ID: V4948800
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2347 Built: 1984Monthly Fee: $20 Tax: $2,343 (2024)Community: VestaviaSingle Family
Taxes:$2,343
Remarks: LOCATION, LAYOUT, AND FLEXIBILITY. THIS ONE STANDS OUT. Welcome to this well-designed split-level home located in one of Longwood’s most desirable areas, zoned for top-rated Seminole County schools and surrounded by a quiet, established neighborhood with mature trees and low HOA. As you enter, you’re welcomed into the center of the home with a true split-level layout that creates both flow and privacy. Head upstairs to find 3 bedrooms and 2 bathrooms, along with comfortable living space for everyday life. The main level features a private primary suite, giving separation from the rest of the home. Downstairs offers incredible flexibility with an additional living area, bedroom, and a full bathroom with shower, perfect for a mother-in-law setup, guests, or a private retreat. This level also features its own separate A/C system, providing added comfort, privacy, and energy efficiency. With multiple rooms downstairs, there is also potential for additional bedroom space, making this an excellent option for larger households or multi-generational living. Step outside and enjoy a spacious backyard and deck, perfect for relaxing or entertaining, all set within a peaceful residential setting with minimal through traffic. Location is a major advantage. You are just minutes to Wekiva Springs State Park, parks, trails, shopping, and dining. Easy access to I-4, 417, and 429 makes commuting simple, with quick drives to Lake Mary, Altamonte Springs, and Downtown Orlando. You are also within reach of Disney, Universal, and the East Coast beaches. Homes offering this kind of layout, flexibility, and location do not come up often. Schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Seth L Rowlands, Llc (407-796-1932)
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