Location: Longwood
Do Not Show Listings
283 LAKAY PL, LONGWOOD, FL 32779
$825,00080 Days on yellowkey MLS ID: O6389639
REDUCED by $24,000 (2.8%) on 05/09/2026
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,719
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2024
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)
628 E CLUB CIR, LONGWOOD, FL 32779
$995,00016 Days on yellowkey MLS ID: O6400643
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4026 Built: 1988Monthly Fee: $367 Tax: $5,748 (2024)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$5,748
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: Custom Built Estate Residence by Jones Clayton Construction showcases timeless elegance in architecture, style and livability. Begin your next chapter in this beautiful home featuring one story, a screened pool with approximately 4026 sq ft, of living space with 4 Bedrooms, 4 Baths. Located in Sweetwater Club Seminole County's Premier 24 hour Guard Gated Community with more nature than homes and spacious estates spanning 1 - 11 acres. This Mediterranean Style residence blends classic architectural charm with today's most desired features. From the moment you pull into your circular driveway you're greeted by a professionally landscaped lawn spanning approximately one acre with an oversized side entry 3 car garage. Your foyer and entry hallway features marble floors and picturesque views through the Living Room of the tropical pool and lanai. There is a formal Dining Room with a Window Bench Seat off the Entry. In the Living Room there are soaring ceilings and a wet bar area for entertaining. There is a nearby Powder Bathroom for guests. You''ll notice abundant Custom millwork, moldings and built in features throughout the home. Recent Updates include: Beautiful New Tile Roof in 2022, Two Brand New Air Conditioning Units with Ecobee Thermostats. New Luxury Vinyl Plank flooring in main living areas, Pool Enclosure Rescreened, New Ceiling Fans, New Sundeck Pool Deck, All New Recessed Lighting throughout! Your Private Backyard adds to the peace and tranquility of this property. The pool is large enough for your lap swimming excercise. Primary Bedroom Suite is very spacious with access to the pool lanai area and a separate walk in closet. The Primary Bath is also very spacious with a double sided fireplace. 2nd Bedroom/Office has an ensuite full bathroom. Bright Kitchen and Nook area opens to spacious Family Room. Down the hall there are two bedrooms and a full bath. There are many French Doors to the Screened Pool Lanai for seamless indoor outdoor living. Separate Laundry Room with sink and exit door to a covered porch out to side entry 3 car garage parking area. There's pure potential for the next owner to renovate kitchen and baths. In mid Spring you'll enjoy a multitude of Azaleas, Gardenias and Magnolia Flowers. In Fall/Winter you'll have gorgeous Camelias. You'll have Deeded Lake Access to Lake Brantley and walking distance to over 7000 acres at the Wekiwa State Park. There are Tennis and Pickle Ball Courts and Gazebo Park. Seminole County Excellent Schools, close to the 429 and !-4 Freeways. Disney and Beaches are 40- 60 minute drives.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Carolyn Kickhofel (407-538-4210)
334 MAPLE DR, LONGWOOD, FL 32750
$469,900319 Days on yellowkey MLS ID: O6325785
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2311 Built: 1970 Tax: $2,482 (2024)Community: Sanlando SpgsSpa: NoSingle Family
Taxes:$2,482
Elementary School: Altamonte Elementary
High School: Lyman High
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT– HISTORIC LONGWOOD OPPORTUNITY! This charming indoor pool home presents a rare opportunity in the heart of Historic Longwood. Situated on a corner lot directly across from a peaceful protected green space with scenic trails, this property offers a unique blend of location, character, and potential in one of Seminole County’s most desirable and evolving areas. A distinctive courtyard-style layout welcomes you through the front entry into a private indoor pool area before entering the main living space—creating a true indoor-outdoor Florida lifestyle experience perfect for entertaining and year-round enjoyment. Inside, you’ll find vaulted wood ceilings, wood flooring, abundant natural light, and a functional layout featuring a formal dining area, cozy living room, and an open kitchen with granite countertops, skylight, and breakfast nook. A versatile enclosed flex space off the kitchen offers additional options for a home office, guest area, or bonus room to suit your lifestyle. The spacious primary suite features a private skylight and refreshed en suite bath with updated mirrors and lighting. Recently appraised and professionally measured at approximately 2,311 sq ft of living area, this home offers exceptional space and flexibility. With a roof replaced in 2024, screened two-car garage, interior laundry, and NO HOA, this property delivers strong value and endless potential. Conveniently located just minutes from I-4, Uptown Altamonte, Cranes Roost, Reiter Park, top-rated Seminole County schools, shopping, dining, and major hospitals. Seller is motivated — schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Ramona Biggs (321-947-6981)
2656 BENT HICKORY CIR, LONGWOOD, FL 32779
$450,00017 Days on yellowkey MLS ID: O6406840
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1897 Built: 1985Monthly Fee: $99 Tax: $2,919 (2024)Community: Sabal Point At Sabal GreenSingle Family
Taxes:$2,919
Remarks: Welcome to this one-of-a-kind retreat tucked away in the highly desirable Sabal Green community of Longwood, where privacy, charm, and location come together beautifully. Nestled at the end of a peaceful oversized circular cul-de-sac with no through traffic and enhanced by a side easement providing extra separation from the neighboring home, this distinctive 3-bedroom, 2-bath residence offers a rare sense of serenity while keeping you close to everything Central Florida has. Just minutes from the natural beauty and endless outdoor recreation of Wekiwa Springs State Park, residents can enjoy kayaking, hiking, swimming, biking trails, and abundant wildlife, while also being conveniently located near exceptional dining, shopping, major roadways including I-4 and SR 434, and one of Central Florida’s last classic shopping destinations, Altamonte Mall. Inside, the home welcomes you with rich maple hardwood flooring throughout and a stunning double-sided fireplace that creates the perfect ambiance whether relaxing in the spacious living room or entertaining guests in the elegant dining area accented by beautiful wood inlay terracotta flooring that continues seamlessly into the kitchen. The thoughtfully designed kitchen also features its own dedicated under-counter water heater for added convenience. The expansive 19x9 screened lanai opens to an outdoor oasis where a pathway leads to a charming new 12x12 gazebo with brick flooring overlooking a tranquil pond filled with abundant wildlife, creating the perfect setting for morning coffee or evening unwinding. A substantial 36x21 elevated wood deck, accessible both from the backyard staircase and directly from the primary suite, offers yet another incredible space to enjoy the peaceful surroundings. The spacious primary retreat is designed for comfort with direct deck access, a luxurious garden tub, walk-in shower, dual vanities topped with Silestone quartz, and a spa-like feel. Additional highlights include irrigation for easy lawn maintenance and a setting that offers both seclusion and accessibility. This is more than a home—it’s a private sanctuary in one of Longwood’s most convenient and naturally beautiful locations.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Tom Langmann (321-229-2041)
1192 LAMBERT LN., LONGWOOD, FL 32750
$360,00056 Days on yellowkey MLS ID: G5110528
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1392 Built: 1985Monthly Fee: $8Community: Harbour IsleSingle Family
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. This home will feel like homecoming SJM is promising the fandom in October. Welcome to 1192 Lambert Lane — a well-maintained 3-bedroom, 2-bathroom home just under 1,400 square feet, tucked away in a quiet Longwood neighborhood with a LOW HOA. From the moment you arrive, you’re greeted by mature trees, fresh exterior paint, and inviting curb appeal that convince you the stars did listen and your dreams have been answered. Step inside to a bright, open layout with vaulted ceilings and a blend of tile and luxury vinyl flooring, giving the space a clean, modern feel while keeping maintenance easy. To the right of the entry, you’ll find the main living area — spacious, filled with natural light, and seamlessly connected to the dining space and kitchen, making it perfect for both everyday living and entertaining. The kitchen offers plenty of counter space, a breakfast bar for casual seating, brushing up on Chapter 55, and open views into the living area so you’re always part of the conversation. To the left side of the home, you’ll find the primary suite along with the additional bedrooms, creating a functional layout with a clear separation between living and resting spaces. The primary suite is generously sized and features direct access to the screened-in patio, a stylish barn-style door leading into the bathroom, and an open closet space that adds both convenience and character. The additional bedrooms are well-sized and full of personality — ideal for guests, a home office, or flex space. Step outside to one of the home’s standout features—a large screened-in patio that truly extends your living space. Whether you’re hosting, relaxing, or enjoying Florida evenings bug-free, this area offers the perfect indoor-outdoor lifestyle. Beyond that, the fully fenced backyard provides plenty of room to play, garden, or even add a future pool. Major updates include a newer roof and HVAC (2022) and a hot water heater (2025), giving buyers peace of mind from day one. Conveniently located just minutes from I-4, shopping, dining, and zoned for highly rated Seminole County schools, this home offers the perfect blend of comfort, space, and location. Remember, you do not yield and you'll love this home to whatever end. If you’ve been waiting for something move-in ready with character and a great outdoor setup—this is it. Schedule your private showing today!
Listing is courtesy of: WHEATLEY REALTY GROUP (352-227-3834)
Listing Agent: David Wilson (407-419-2893)
441 WILD OAK CIR, LONGWOOD, FL 32779
$770,00021 Days on yellowkey MLS ID: O6405462
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 1982Monthly Fee: $54 Tax: $3,972 (2024)Community: Sweetwater Oaks Sec 13Single Family
Taxes:$3,972
Remarks: Under contract-accepting backup offers. Tucked beneath a canopy of mature oaks on a quiet street, 441 Wild Oak Circle offers the space, privacy, and lifestyle that define Sweetwater Oaks living. Set on an expansive .64-acre homesite, this 4-bedroom, 3-bathroom residence spans over 2,800 square feet and has been thoughtfully maintained and updated throughout—offering both comfort and peace of mind. From the moment you arrive, the circular driveway and side-load 2-car garage create a welcoming presence, while the generous lot and natural surroundings set the tone for what’s inside. The home features an open, easy-flow layout designed for both everyday living and effortless entertaining, with spacious living areas and seamless connection to the outdoors. Natural light fills the interior, highlighting the home’s functional layout and inviting feel. Whether hosting guests or enjoying a quiet night in, the home lives comfortably with well-proportioned spaces and views that draw you outside. Step into your private backyard retreat, where a resurfaced pool is surrounded by an expansive paver patio, complete with a covered gazebo—creating the perfect setting for poolside entertaining, shaded lounging, and year-round gatherings. With over half an acre, the outdoor space offers a rare combination of privacy and flexibility, with plenty of room to expand, play, or simply unwind. Beyond its charm, this home has been meticulously cared for with major updates already completed, including new windows and doors, a whole-house generator, complete replumbing, and updated systems—providing true peace of mind for the next owner. Living in Sweetwater Oaks means embracing a lifestyle that’s hard to replicate. Residents enjoy access to a private, skiable Lake Brantley with a neighborhood boat ramp and beach, tennis and pickleball courts, playgrounds, and access to the Wekiva River for kayaking and outdoor adventures. All of this, zoned for top-rated Seminole County schools and conveniently located near shopping, dining, and major roadways. A rare combination of size, setting, and thoughtful upkeep—this is the kind of home that offers both immediate enjoyment and long-term value in one of Longwood’s most sought-after communities.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Tiffany Yates (321-684-2399)
628 LONGMEADOW CIR, LONGWOOD, FL 32779
$710,00017 Days on yellowkey MLS ID: O6405325
0 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2521 Built: 1990Monthly Fee: $80 Tax: $3,523 (2024)Community: Sabal Point Sabal Glen AtSingle Family
Taxes:$3,523
Remarks: Under contract-accepting backup offers. Nestled on a quiet cul-de-sac within the highly sought-after Sabal Point community, this stunning 4-bedroom, 2-bath residence offers the perfect blend of elegance, comfort, and privacy. Spanning 2,521 square feet, the thoughtfully designed split-floor plan delivers both functionality and flexibility, all within a highly rated Seminole County school district. Set on a spacious 1/2-acre homesite, this property offers exceptional outdoor living, privacy, and room to enjoy Florida’s natural beauty. From the moment you enter, this home invites you in with soaring vaulted ceilings and expansive windows, framing breathtaking views of the screened-in pool, oversized pool deck, and serene conservation backdrop. The light-filled interior showcases porcelain tile and engineered wood flooring throughout, adding warmth and sophistication to every room. The heart of the home is the stunning kitchen featuring abundant wood cabinetry, center island, granite countertops, a breakfast bar, and an eat-in dining area. The kitchen seamlessly flows into the spacious family room anchored by a cozy wood-burning fireplace, vaulted ceilings, and spectacular views through the abundance of windows. The private primary suite serves as a true retreat, complete with relaxing views of the backyard pool and nature reserve. The luxury continues in the en-suite bath with dual sinks, a jetted tub, and a separate spa-like rain shower with embedded shower jets. Both bathrooms have been fully remodeled with granite countertops and elevated designer finishes. The versatile fourth bedroom is ideal as a home office, den, or private guest retreat. The outdoor oasis boasts an expansive screened pool area with a sparkling pool, perfect for entertaining. Updates include new water softener (2022), new windows (2021), new wood flooring (2020), new remote controlled blinds (2021), new microwave, range hood and convection oven (2025), roof (2017), AC (2015), water heater (2019), Residents of Sabal Point enjoy access to beautiful parks, scenic walking trails, and a serene natural setting that enhances the lifestyle this community is known for.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ingrid Livingston (407-595-5972)
3 OLD POST RD, LONGWOOD, FL 32779
$869,00030 Days on yellowkey MLS ID: O6401472
1 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 1972Monthly Fee: $33 Tax: $305 (2024)Community: Trilby BendSingle Family
Taxes:$305
Remarks: Nestled within the highly sought-after Markham Woods corridor, this exceptional suburban estate is gracefully positioned on a quiet, tree-lined street in the serene enclave of Trilby Bend. Set on an expansive 2.6-acre home site, the property offers a private, park-like setting surrounded by mature trees and the natural beauty of Florida’s landscape where deer, fox, owls, and native wildlife are often part of the view. This two-owner residence reflects impeccable care and pride of ownership, with timeless curb appeal enhanced by lush landscaping, a circular drive, classic shutters, and a stately brick façade accented by four cedar columns. From the moment you arrive, the home exudes warmth, charm, and enduring Southern elegance. Enter through the striking decorative-glass double doors into a welcoming formal living and dining space, where rich wood flooring and a cozy brick fireplace create an inviting atmosphere for both everyday living and refined entertaining. At the heart of the home lies a beautifully appointed chef’s kitchen, thoughtfully designed to balance style and function. Outfitted with new appliances, a serving bar, and a center island, the space is highlighted by exotic Persian Treasure granite countertops, custom Cinnamon cabinetry, pendant lighting, a tiled backsplash, and a fully equipped butler’s pantry ideal for hosting with ease. The spacious owner’s retreat offers a tranquil escape, filled with natural light from shuttered windows and designed for comfort and relaxation. The beautifully remodeled bath showcases a furniture-style vanity with granite countertops, an expansive walk-in shower with artistic tilework, and generously designed walk-in closets. Throughout the home, thoughtful design elements enhance livability and flow, offering a layout that is both functional and accommodating for a variety of lifestyles. Step outside to experience true Florida living. French doors lead to an inviting lanai, while the Florida room featuring walls of glass and a warm wood-lined ceiling provides the perfect vantage point to take in sunset views over the pool and grounds. The sparkling pool is complemented by a charming gazebo and a relaxed, island-inspired cabana ideal for entertaining or unwinding in your own private retreat. The beautifully maintained grounds extend the living experience outdoors, complete with a utility shed for added storage. Ideally located, the Markham Woods corridor is renowned for its proximity to the Wekiva River, scenic bike trails, pristine golf courses, top-rated schools, and the Seminole Sports Complex offering a rare blend of natural beauty and everyday convenience. Significant updates provide peace of mind, including a roof (2018), AC (2019), siding (2019), pool enclosure (2015), whole-home generator (2024), new attic insulation (2024) and new windows (2016). This is a rare opportunity to own a private sanctuary estate where timeless design, modern updates, and natural surroundings come together in perfect harmony. Begin your next chapter here.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
1856 ALAQUA DR, LONGWOOD, FL 32779
$1,399,00066 Days on yellowkey MLS ID: O6392922
REDUCED by $51,000 (3.5%) on 05/14/2026
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
Elementary School: Heathrow Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: PRICE REDUCED! 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)
1398 COR JESU CT, LONGWOOD, FL 32750
$450,000205 Days on yellowkey MLS ID: O6358213
REDUCED by $20,000 (4.3%) on 05/14/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2222 Built: 1984 Tax: $4,124 (2024)Community: Cor JesuSingle Family
Taxes:$4,124
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Welcome home to this beautifully maintained 4-bedroom, 2-bath residence with a 2-car garage, offering comfort, functionality, and style in every detail. Located in a wonderfully maintained neighborhood with no HOA, this home provides all the benefits of a well-kept community without the added fees or restrictions. Step inside to discover a home that has been thoughtfully refreshed throughout. The split floor plan design provides excellent privacy and flow, complemented by tile and laminate flooring and an abundance of natural light streaming through the large windows. The updated kitchen is a standout, showcasing granite countertops, a travertine tile backsplash, and stainless appliances. A convenient built-in bar area and cozy dinette sit just off the kitchen — perfect for casual meals or entertaining guests. The family room features vaulted ceilings, skylights, and a charming travertine-accented fireplace, creating an inviting atmosphere. Sliding doors open to a bonus room, which offers additional living space with tile flooring and French doors leading out to the backyard deck. The spacious master suite includes sliding doors that open to a private outdoor courtyard, ideal for a quiet retreat. The master bathroom has been tastefully remodeled, featuring dual sinks, recessed lighting, a large tiled walk-in shower, and a roomy walk-in closet. The guest bathroom, also beautifully remodeled, offers double sinks, a tub/shower combo, recessed lighting, and direct access to the bonus room. Additional highlights include an indoor laundry room conveniently located off the hallway to the garage. Step outside and enjoy the deck with wood-look tile flooring overlooking a large, fenced backyard with plenty of space to relax, play, and entertain under the shade of mature trees. NEW DRAIN FIELD! Don’t miss your chance to see this wonderful home — call today for your private showing!
Listing Agent: Tara Mruk (724-705-2122)
204 GREEN LAKE CIR, LONGWOOD, FL 32779
$775,000410 Days on yellowkey MLS ID: O6299404
REDUCED by $10,000 (1.3%) on 05/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3496 Built: 1978Monthly Fee: $54 Tax: $4,254 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$4,254
Remarks: Welcome to this great Sweetwater Oaks home!! This expansive 4 bedroom, 3 and a 1/2 bathroom home has so much to enjoy!! The home is located on a quiet street and surrounded by beautiful tropical landscaping on the private .55 acre low maintenance lot! The interior of this home features split plan bedrooms, 3 full bathrooms, a pool bathroom, a private bathroom shared between two bedrooms(Jack and Jill) a convenient and classy half bathroom, soaring ceilings, an amazing wood burning fireplace in the main room, the spacious home office is private and quiet with French Doors, the room sizes are huge and storage space is abundant! The upstairs loft currently is a great hideaway but could be a game room/office/study/5th bedroom/hobby room/etc!! The kitchen is ready to go with a very nice banquette and built in appliances! The back porch is one of the largest in the community and perfect for relaxing by the giant solar heated lagoon pool or hosting the largest gathering! The side entry garage is oversized and measures 576 square feet, room for cars and toys!! The home was just replumbed, the AC units are newer, the roof was replaced in 2020, the solar pool heating system replaced in 2021. The home is carpet free, low maintenance ceramic tile and laminate flooring makes life easier!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach, many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Mark Humphreys (407-310-5765)
113 SANDY OAKS PL, LONGWOOD, FL 32779
$1,550,00077 Days on yellowkey MLS ID: O6390690
Bed: 7 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6315 Built: 1992 Tax: $15,684 (2024)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$15,684
Remarks: ****NEWLY FLEXIBLE SHOWINGS**** RARE MULTI-GENERATIONAL ESTATE | NO HOA | MARKHAM WOODS CORRIDOR Welcome to this meticulously renovated estate on nearly 1 acre along the coveted Markham Woods corridor. Two fully updated homes, one extraordinary property. Whether you're looking for multi-generational living, a guest retreat, or income potential, this is a rare find in Seminole County. The main residence offers 5 bedrooms, 4 full baths, and over 3,750 sq ft of thoughtfully upgraded living space. The fully remodeled kitchen (2024) is a true showpiece featuring custom cabinetry, quartz countertops, induction cooktop, double oven with air fryer, farmhouse sink, and a custom bar seating extension. The luxurious primary suite features a fully remodeled bath with concrete soaking tub, bidet, frameless shower with Schluter system, and custom closet. Every bedroom includes custom melamine closet systems (2025). Major mechanicals are all new: both A/C units, fully replumb (poly-b replaced), 80-gallon water heater, updated electrical panel, and whole home surge protection with lifetime warranty. The private mother-in-law suite with wood grain tile flooring, kitchenette with custom cabinets, completely self-contained with a private entrance. Step outside to a resort style backyard transformed top to bottom: heated saltwater pool (Rheem heater + Pentair salt cell, 2024), covered lanai with eucalyptus ceiling, stacked stone walls, and slate tile floors, a 10x12 pond with waterfall feature, pergola with fire pit and beach sand lounge area, new back fence, and lush professional landscaping with 6,500 sq ft of sod, mature trees, and full irrigation throughout. The detached guest cottage (built 2014, 2,550 sq ft) features hardwood floors, gas fireplace, tankless water heater, brand-new AC (2023), Generac generator, and a stunning upstairs master suite with balcony, move-in ready for guests or extended family. Beyond the property, the lifestyle is unmatched. You’re steps from the Seminole Wekiva Trail, with direct access to miles of bike and nature trails winding through some of the most beautiful natural scenery in the region. The Wekiva River and surrounding conservation lands are right in your backyard, offering kayaking, hiking, and a true connection to nature, all while being just minutes from top-rated Seminole County schools, I-4, SR-434, and every convenience you need. The Markham Woods corridor is one of the few remaining areas where protected land ensures the peaceful, rural character you fell in love with today will still be there tomorrow. New paver driveway, freshly painted exterior, Ring cameras throughout, and too many upgrades to list. Schedule your private showing. This one won’t last.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Rodrigo Marsal (407-431-8503)
975 CROSS CUT WAY, LONGWOOD, FL 32750
$499,00021 Days on yellowkey MLS ID: O6405290
REDUCED by $6,000 (1.2%) on 05/13/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2289 Built: 1987Monthly Fee: $43 Tax: $7,021 (2025)Community: Hidden Oak EstatesSingle Family
Taxes:$7,021
Remarks: One or more photo(s) has been virtually staged. Tucked away on a quiet cul-de-sac in the sought-after Hidden Oak Estates community of Longwood, this wonderful four-bedroom, 2.5-bath home has a primary bedroom upstairs and another downstairs. Both have huge closets. The spacious floor plan offers formal living and dining rooms that are all open to the family room, perfect for everyday living and entertaining alike. The spacious eat-in kitchen has a great layout and a cozy view of the family room with its wood-burning fireplace. New water heater and new plumbing throughout. The seller has a quote and will credit the buyer for the cost of roof replacement at closing. Main living areas have new luxury vinyl tile floors, vaulted ceilings and French doors. All naturally light and bright with tons of windows. Along the back of the house is a glassed-in (with screens) covered porch with a wet bar and plenty of space for play, ping pong or homeschooling. The backyard is quite large with plenty of room to add a pool. Ideally in the heart of Longwood, this home is just minutes from top-rated Seminole County schools, Orlando Health South Seminole Hospital, AdventHealth Hospital, shopping and dining and the lovely Historic Downtown Longwood. Close-by recreation includes Reiter, Big Tree and Wekiva Springs Parks and the Aiguille Rock Climbing Center. Commuters will appreciate being only five minutes from the SunRail station and about 10 minutes to State Road 417 and Interstate 4. Start your next chapter in this lovely home!
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jan Walker (407-718-9644)
575 TIBERON COVE RD, LONGWOOD, FL 32750
$425,00027 Days on yellowkey MLS ID: O6404289
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1982Monthly Fee: $8 Tax: $2,063 (2024)Community: Tiberon CoveSingle Family
Taxes:$2,063
Remarks: Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home offering 1,657 square feet under air in the desirable Tiberon Cove community of Longwood. This meticulously maintained residence combines modern upgrades, quality craftsmanship, and stylish finishes throughout. Step inside to discover a fully renovated interior featuring a front door with decorative iron between the glass and Selva ash wood-look porcelain flooring throughout the main living areas and bedrooms—durable, anti-slip, and antimicrobial. The home is enhanced with 5-inch baseboards and crown molding throughout, along with new interior 6-panel doors and updated hardware, creating a clean and cohesive design. Window treatments include plantation shutters throughout. The stunning kitchen has been completely upgraded with: White shaker cabinetry Quartz countertops with full-height backsplash Deep double stainless steel sink with racks Frigidaire Professional microwave/convection oven Frigidaire Gallery 5-burner glass-top electric stove with convection/self-cleaning oven Frigidaire Gallery stainless dishwasher (natural gas) Frigidaire 27.5 cu ft refrigerator with ice & water in door New garbage disposal Both bathrooms have been tastefully updated with new cabinetry, medicine cabinets, Moen fixtures, and one-piece dual flush toilets, while the primary bath features a Bath Fitter shower system. Major system upgrades provide peace of mind, including: New Rheem 15 SEER electric heat pump (2021) New gas water heater (2022) 140 MPH wind-rated architectural roof (installed 1/2023) with 10-year warranty Full home repipe with PEX-A (2025) by Repipe Specialists with transferable warranty Impact windows (2022) by Window World with transferable warranty New Genie garage door opener (2025) with 3-day battery backup 140 MPH-rated metal garage door with windows Enjoy outdoor living in the spacious 10x30 screened aluminum patio with tile flooring, overlooking a fully fenced yard with white vinyl fencing and enhanced landscaping for added privacy. Additional exterior highlights include a mahogany fiberglass front door with decorative privacy glass, brick mailbox with locked mail slot, and a recently serviced fireplace chimney. The 2-car garage includes built-in wood cabinetry for extra storage, making this home as functional as it is beautiful. Conveniently located near shopping, dining, parks, and major roadways, this move-in-ready home offers easy access to everything Longwood and Central Florida have to offer. This is a rare opportunity to own a fully upgraded, turnkey home with high-end features and major system updates—schedule your private showing today!
Listing is courtesy of: TRUDEALS REALTY CORP (833-878-3325)
Listing Agent: Candace Garber (224-489-4435)
104 STONEBROOK CT, LONGWOOD, FL 32779
$895,00084 Days on yellowkey MLS ID: O6386029
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3575 Built: 1982Monthly Fee: $108 Tax: $9,000 (2025)Community: Sweetwater OaksSingle Family
Taxes:$9,000
Remarks: Recent contract fell through. Experience the ultimate Florida lifestyle in this stunning 5-bedroom, 3-bathroom contemporary split-level home in desirable Sweetwater Oaks. Spanning over 3,500 square feet on a quiet cul-de-sac, this residence perfectly blends modern design with functional family living. Entertainer's dream Kitchen & Great Room. The heart of the home is an impressive open-concept kitchen and family room combination featuring soaring vaulted ceilings. Beautiful granite countertops, a central island with a built-in sink and dishwasher, a versatile two-level countertop, and a sun-drenched breakfast nook. The great room showcases a custom stone fireplace with built-in shelving. Three-panel sliding glass pocket doors disappear into the walls, seamlessly merging the interior with the screened-in pool area. Formal Dining & Living. Enjoy vaulted ceilings and multiple expansive windows to enjoy peaceful views of the private pool. The primary suite is privately tucked away on the first level. A versatile 5th bedroom flex space on the main floor serves perfectly as a home office or den. Three additional bedrooms, a full bathroom, and a spacious loft are located on the second floor, providing a dedicated space for family, playroom, or guests. Rest easy with smart outdoor controlled lighting designed for security, holidays, and special events. Beyond your front door, Sweetwater Oaks offers a premier lifestyle with exclusive resident-only access to Lake Brantley at Sweetwater Beach with a beautiful sandy beach for swimming, basketball court, beach volleyball, playground, boat dock, and boat ramp for skiing and fishing. Additionally, residents of Sweetwater Oaks community can enjoy another private access at Riverbend Park. This beautiful expansive park features tennis and basketball courts, baseball and soccer fields, canoeing, and kayaking with access to Wekiva River. Don't miss this rare opportunity to own a piece of paradise in one of Longwood’s most sought-after communities. Schedule your private tour today!
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
1351 N CLASSIC CT, LONGWOOD, FL 32779
$3,500,00035 Days on yellowkey MLS ID: O6399898
REDUCED by $50,000 (1.4%) on 05/13/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5012 Built: 1989Monthly Fee: $167 Tax: $11,952 (2024)Community: Brantley Cove NorthSpa: YesSingle Family
Taxes:$11,952
Remarks: CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate. The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.
Listing Agent: Suzanne Crudo (407-489-8953)
102 N SILVER CLUSTER CT, LONGWOOD, FL 32750
$383,00042 Days on yellowkey MLS ID: O6399945
REDUCED by $12,000 (3.0%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1975 Tax: $4,071 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Taxes:$4,071
Remarks: Welcome to 102 Silver Cluster Ct N in Longwood, a beautifully maintained pool home under $400K offering comfort, value, and an unbeatable opportunity for first-time buyers or anyone looking for a great starter home in a desirable Seminole County location. Tucked away on a quiet dead-end street with no through traffic, this home provides both privacy and peace of mind. This solid concrete block home features a functional split floor plan with bright, open living spaces filled with natural light. The interior flows seamlessly, with French doors leading out to a screened-in patio that overlooks your private pool — perfect for relaxing weekends, entertaining friends, or enjoying Florida living year-round. The kitchen is updated with white shaker cabinets and offers a clean, modern feel, while the home’s layout makes everyday living easy and comfortable. Step outside to a fully fenced, oversized backyard complete with an irrigation system, providing plenty of space for pets, play, gardening, or future outdoor enhancements. Major updates include a new roof (2023), double-pane windows, and an HVAC system (2017), offering confidence and efficiency for years to come. The screened patio and pool area create a true backyard retreat, making this Longwood home absolutely stand out at this price point. Located in the heart of Longwood, you’re just minutes from Historic Downtown Longwood, Reiter Park, and the SunRail station, along with easy access to shopping, dining, and major roadways. Outdoor enthusiasts will enjoy nearby parks, trails, and recreational areas, while the home’s central location makes commuting throughout Central Florida simple and convenient. With its affordable price, thoughtful updates, private setting, and inviting pool, 102 Silver Cluster Ct N is a rare find and the perfect place to start your next chapter.
Listing Agent: Abby Greenberg (407-484-2689)
2040 E TRIANGLE DR, LONGWOOD, FL 32779
$340,00017 Days on yellowkey MLS ID: O6406274
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1283 Built: 1985Monthly Fee: $28 Tax: $3,449 (2024)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$3,449
Remarks: Beautiful opportunity in the highly desirable Longwood area, perfectly located just minutes from Lake Brantley! This charming 3-bedroom, 2-bath home backs up to a peaceful conservation area, offering added privacy with no rear neighbors. Perfect for first-time homebuyers, investors, or anyone seeking affordable living in a prime location. Featuring a 4-year-old roof, granite countertops, stainless steel appliances, included washer and dryer, and a cozy wood-burning fireplace, this home blends modern updates with everyday comfort. The optional HOA provides access to an incredible lifestyle package with private access to Lake Brantley, including a boat ramp, fishing, playground, and pavilion—perfect for enjoying Florida living year-round. Located in an AE flood zone, flood insurance is required; however, the current owners pay just $2,790 annually for homeowners insurance including flood coverage, making ownership more affordable than expected. Conveniently located near shopping, dining, major roadways, and top-rated Seminole County schools, this property offers outstanding potential as a primary residence, rental property, or long-term investment. Don’t miss this chance to own a private, well-maintained home with exceptional amenities and value in one of Longwood’s most desirable communities. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Brenda Feliciani (407-405-0931)
210 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$695,00033 Days on yellowkey MLS ID: O6402314
REDUCED by $20,000 (2.8%) on 05/12/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 1974Monthly Fee: $54 Tax: $2,485 (2025)Community: Sweetwater Oaks Sec 05Spa: NoSingle Family
Taxes:$2,485
Remarks: Beautifully maintained 4-bedroom, 2-bath pool home in the highly desirable Sweetwater Oaks community of Longwood. This home showcases pride of ownership throughout, starting with light-toned engineered hardwood flooring covering all living areas and bedrooms for a seamless, updated look. The home features a formal living room with custom built-in cabinetry and shelving, complemented by large windows that frame peaceful views of the tree-lined street. A separate formal dining room with chair rail detailing provides an elegant space for hosting gatherings. The remodeled kitchen is thoughtfully designed with white cabinetry (including glass-front accents), custom backsplash, granite countertops, stainless steel appliances, and a convenient breakfast bar. The adjacent family room impresses with vaulted ceilings, skylights, and a striking stone fireplace, creating a warm and inviting atmosphere. A bright sunroom and breakfast nook with built-in cabinetry overlook the private backyard oasis, complete with a sparkling pool and lush landscaping—ideal for indoor-outdoor living and entertaining. The primary suite serves as a true retreat, featuring a walk-in closet and a beautifully renovated en-suite bath with granite countertops, elevated vanities, and an oversized walk-in shower. The split floor plan offers added privacy, with three additional spacious bedrooms. The fourth bedroom includes a versatile bonus area perfect for a home office, nursery, storage, or potential third bath conversion. Additional highlights include an indoor utility room with washer and dryer, leading to a 2-car garage equipped with a custom workshop and built-in cabinetry. Situated on just under half an acre, the property also features energy-efficient windows and a new A/C system installed in 2021. Residents of Sweetwater Oaks enjoy exclusive access to Sweetwater Beach on Lake Brantley, to enjoy swimming, boating, fishing, a pavilion, playground, basketball court, sand volleyball, boat dock and a boat ramp. Riverbend Park provides direct access to the Wekiva River with canoe and kayak launches, along with tennis courts, sports fields, playground, hiking trails and picnic areas. The community also features a clubhouse and pickleball courts. Zoned for top-rated Seminole County schools and conveniently located near Wekiva Springs State Park, Wekiva Island, shopping, dining, and major roadways. This home offers a rare opportunity to enjoy a serene, established neighborhood with exceptional leisure amenities in one of Longwood’s premier communities. Schedule your private showing today!
Listing is courtesy of: DON ASHER & ASSOCIATES, INC. (407-425-4561)
Listing Agent: Elizabeth Petters (407-683-3941)
411 N WAYMAN ST, LONGWOOD, FL 32750
$350,00042 Days on yellowkey MLS ID: O6399983
0 Days Off yellowkey (back on 5/11/2026)
REDUCED by $19,000 (5.1%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 2005 Tax: $1,649 (2024)Community: Kincaid SubSingle Family
Taxes:$1,649
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully designed split floor plan home situated on an oversized 1/3-acre waterfront lot in the heart of Longwood, Florida. Built in 2005, this residence offers the feel of newer construction with the space and flexibility today’s buyers are looking for. Step inside to discover an open-concept layout featuring volume and vaulted ceilings throughout, creating a bright and airy atmosphere. The spacious living areas flow seamlessly, perfect for both everyday living and entertaining. Tile flooring runs throughout the entire home—no carpet anywhere—offering durability and easy maintenance. The kitchen is designed for gathering, complete with a breakfast bar, bay window, and dedicated dining area that fills the space with natural light. Ample cabinetry and storage throughout the home ensure everything has its place. The split-bedroom layout provides privacy and functionality, while the two-car garage adds convenience and additional storage options. Out back, the expansive waterfront yard offers endless potential. Whether you envision a pool, outdoor kitchen, garden retreat, or custom entertaining space, this property is ready for the next owner’s vision to bring it to life. Located just 0.5 miles from Reiter Park—known for weekend farmers markets, holiday events, and community gatherings—this home also enjoys proximity to excellent schools, shopping, and dining. Best of all, there are no HOA payments. Don’t miss this opportunity to own a spacious waterfront property in one of Longwood’s most desirable areas.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeremy Mazza (407-574-9859)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.