Location: Longwood
Do Not Show Listings
107 PALM SPRINGS DR, LONGWOOD, FL 32750
$525,000212 Days on yellowkey MLS ID: TB8428318
1 Days Off yellowkey (back on 2/3/2026)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4388 Built: 1965Community: Sanlando SpgsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Under contract-accepting backup offers. Highest & Best Due by 5 pm 1-28-2026!!! New Roof 2026 (contingent on offer amount) This expansive estate offers 5 bedrooms, 5 bathrooms, a guest house, in-law suite/man cave, media room, and a sparkling pool, all on one incredible property! With over 4,300 square feet, there’s ample space for a home office, guest accommodations, and year-round entertaining. The main home features 4 bedrooms, 3 bathrooms, a den, and a media room. The updated kitchen boasts new cabinets, quartz countertops, an entertainer’s island, and new tile floors. A striking double-sided wood-burning fireplace warms both the dining and living areas, complemented by beautiful Spanish tile flooring throughout the main living spaces. Bathrooms have been tastefully updated, with fresh tile flooring in the secondary bedrooms and hallway. The guest house (840 sq. ft.) includes its own kitchen, living room, full bath, spacious bedroom with walk-in closet, and utility room, perfect for extended family or visitors. The in-law suite/man cave (456 sq. ft.) offers a flexible layout with a living area, kitchenette, full bath, and an additional room currently used as a bedroom (not included in the official count). Ideal for a private home office, hobby space, or multigenerational living. Step outside to enjoy the screened porch and private pool, surrounded by fruit-bearing peach, guava, moringa, avocado, and kumquat trees. Recent updates include partial roof replacement in 2016 and the remaining roof in 2020, along with fresh interior paint. Conveniently located near Rolling Hills Golf Course and close to shopping, dining, and major routes, this property truly has it all. Space, style, and versatility!
Listing is courtesy of: DIVINE ESTATES REALTY LLC (813-401-1851)
Listing Agent: Nehad Darwish (813-401-1851)
110 E WYNDHAM CT, LONGWOOD, FL 32779
$439,90031 Days on yellowkey MLS ID: O6391061
1 Days Off yellowkey (back on 3/24/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1574 Built: 1977Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Remarks: Wekiva Hunt Club! Beautifully updated 3-bedroom, 2-bath split floor plan home with direct backyard gate access to the Wekiva Trail and a short walk to York Court Park. The open floor plan features an updated kitchen with new quartz countertops (2024), upscale cabinetry, stainless steel appliances, and laminate wood flooring throughout the main living areas. The primary bathroom has been tastefully renovated, creating a comfortable and modern retreat. Major updates include a premium metal roof, new front windows (2022), water heater replaced in 2021, and an updated electrical panel. Enjoy the Florida lifestyle outdoors with a screened and covered patio overlooking the pool. The pool was resurfaced in 2024 and is surrounded by new Trex decking installed in 2025, along with additional paver areas for relaxing and entertaining. The spacious backyard offers a park-like setting with a fire pit patio and no rear neighbors, as the Wekiva Hunt Club Community Association owns the land behind the home. Conveniently located near parks, trails, shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Will Lavalle (407-620-7785)
27 STONE GATE N, LONGWOOD, FL 32779
$1,395,00037 Days on yellowkey MLS ID: O6389073
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4447 Built: 2000Community: Ravensbrook 2Nd AddSingle Family
Remarks: Experience elevated lakefront living at 27 Stone Gate N, a custom waterfront pool home in Longwood that blends architectural character, scenic water views, and an exceptional indoor-outdoor lifestyle. Set on a beautiful lakefront homesite, this residence offers a rare balance of privacy, comfort, and timeless design. Inside, striking ceiling details add depth and sophistication throughout, while the family room fireplace creates a warm and inviting focal point. The oversized office is a remarkable space of its own, featuring soaring ceilings and an impressive sense of scale that creates an inspiring environment for work, creativity, or quiet retreat. Generous living areas, abundant natural light, and captivating lake views enhance the home’s overall warmth and appeal. Outdoors, the pool and waterfront setting create a private backyard retreat ideal for entertaining, relaxing, and enjoying the best of Florida lakefront living. Recent improvements add meaningful value and peace of mind, including a roof replaced in 2024, ArmorVue windows and sliding doors completed in phases from 2023 to 2025, updated well water filtration and softener system, a new kitchen oven, and a pool pump and filter system replaced in 2024. A rare opportunity to own a custom lakefront home in Longwood with memorable architectural detail, major recent updates, and a truly exceptional setting.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Chocky Burks (407-493-2748)
182 PARSONS RD, LONGWOOD, FL 32779
$925,00051 Days on yellowkey MLS ID: O6383972
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 4221 Built: 1960Community: NoneSingle Family
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated six-bedroom, five-and-a-half-bathroom resort-style home offering 4,221 square feet of thoughtfully designed living space on an expansive 1.36-acre lot in the highly desirable Markham Woods area of Longwood. From the moment you enter, the split floor plan, abundant natural light, and wood-grain tile flooring throughout create an open and inviting atmosphere. The flexible layout offers exceptional versatility with three additional bonus rooms ideal for a home office, playroom, fitness space, or creative studio. Recessed lighting and ceiling fans throughout enhance both comfort and style, while the main living area is anchored by a stunning electric fireplace with decorative shiplap trim and brand-new sliding glass doors that open seamlessly to the outdoor living spaces. Significant upgrades provide peace of mind and modern efficiency, including a whole-house solar panel system installed in 2025, updated electrical and plumbing systems, a new roof in 2022, HVAC replaced in 2021, mini-split systems added to the in-law suite in 2025, and a water heater installed in 2023. Fully renovated bathrooms throughout the home add a fresh, contemporary feel. The beautifully updated kitchen blends modern style with everyday functionality, featuring white shaker-style cabinetry, granite countertops, stainless steel appliances including double ovens, a wine refrigerator, and a dramatic waterfall granite island that provides both workspace and seating. The kitchen flows seamlessly into the surrounding living and dining areas, making it ideal for both entertaining and daily living. The primary suite serves as a private retreat, complete with a spacious walk-in closet and a beautifully appointed ensuite bathroom featuring separate quartzite vanities and a large walk-in tiled shower. French doors provide direct access to the pool area, creating a seamless indoor-outdoor lifestyle. A recently renovated in-law suite offers outstanding flexibility for multigenerational living, guests, or potential rental opportunities. The suite features a private entrance and parking area, its own kitchen with stainless steel appliances, washer and dryer, walk-in closet, tiled shower with single vanity, and a dedicated screened lanai. Outdoor living truly shines with a resort-style backyard designed for relaxation and entertaining. The screened saltwater pool and spa are complemented by a cold plunge, summer kitchen with beverage refrigerator, and multiple screened outdoor living spaces perfect for gatherings. The property also includes garden irrigation, a hydroponic garden, and mature pine, oak, and fruit trees that enhance the tranquil natural setting. Additional highlights include a tandem three-car garage and a private setting on over an acre with ample space for recreation, gardening, or outdoor enjoyment. Ideally located, this home is just minutes from top-rated Seminole County schools, six minutes to the Jones Trailhead of the Seminole Wekiva Trail, 14 minutes to Sylvan Lake Park, and 17 minutes to Wekiwa Springs State Park. With easy access to Interstate 4 and close proximity to restaurants, grocery stores, and retail, this exceptional property offers the perfect balance of privacy, convenience, and resort-style living. Roof – 2022 | HVAC – 2021 | Mini Splits – 2025 | Water Heater – 2023 | Solar System – 2025 | Electrical – Updated | Plumbing – Updated
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Amy Turner (407-803-3885)
1805 MEADOWBEND DR, LONGWOOD, FL 32750
$1,400,00024 Days on yellowkey MLS ID: O6392482
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 4000 Built: 1985Community: Meadowlands 5 Acre DevSingle Family
Remarks: Priced below appraisal. Welcome to 1805 Meadowbend Dr, a small gated enclave of 6 estate homes. This impressive property offers a unique blend of country living within city limits. Spanning over 4,000 sq ft on a sprawling 5-acre lot, this residence is priced at $1,400,000. The home showcases a downstairs master bedroom complete with a sitting area. The master suite features double California closets and an ensuite bath equipped with a soaking tub, separate shower and vanity with double sinks. Additionally, it provides direct access to the pool area for added convenience. There are 4 additonal bedrooms and 3 additional baths with one recently updated to be ADA compliant. The common areas are designed for comfort and entertaining. A combined living-dining room boasts a gas fireplace and large sliders providing picturesque views of the pool. The light-filled chef's kitchen is fitted with double ovens and extensive counters, opening up to the breakfast nook and family room. More than just functional spaces, these rooms exude charm through details such as built-in bookshelves, big screen TV and surround sound system in the family room. A large bonus room offers further flexibility while leading out to the pool and outdoor covered patio featuring a built-in grill. Outdoor amenities include a screened pool, spa and porch overlooking the lovely yard and stables. Equine enthusiasts will appreciate the five-stall stable with tack room, corral, and pasture. Additional structures include multiple sheds and outbuildings spread across the property. The garage features a sleek look with cabinets for storage and parking that can accommodate four cars. Sports lovers can enjoy their own lighted tennis court that also includes a basketball hoop. The entire compound benefits from dusk-to-dawn lighting along with an extensive sprinkler system for easy maintenance. Efficiency has been prioritized in this home’s design with minimal running costs ensured by an installed $30k 11.7 KW peak solar system controlled by an app. Other recent updates include new doors & windows (2020) and metal roof installation (2020). Water heater exchange system. Water supply comes from a well equipped with water softener, chlorinator and carbon filter ensuring quality supply throughout the house. Safety is prioritized with a monitored security system and a gated community setting. Longwood, FL offers a plethora of amenities. Enjoy easy access to quality schools, shopping centers, health facilities, recreational parks, and dining options. Its location also provides convenient commute times to nearby cities. Every aspect of this home has been thoughtfully designed and meticulously maintained to create a truly unique living experience. You are invited to step into this world of comfort and luxury at 1805 Meadowbend Dr. Termite Bond in effect. Items that do not convey: Big Cranes and Bear in Garden and Tesla Charger in Garage.
Listing is courtesy of: PERFECT FIT PROPERTIES (407-310-3878)
Listing Agent: Christy Fauquher (407-310-3878)
1401 WINDSOR AVE, LONGWOOD, FL 32750
$759,90083 Days on yellowkey MLS ID: O6376311
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3576 Built: 1970Community: KnollwoodSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Elegantly renovated single-family residence offering 4 bedrooms and 3.5 bathrooms in the sought-after Longwood area, conveniently located near I-4, premier shopping, and dining. This home has been thoughtfully updated throughout, featuring a new roof, updated AC and electrical systems, fresh interior and exterior paint, and enhanced landscaping with irrigation. The custom kitchen showcases solid wood cabinetry, stone countertops, and stainless steel appliances, complemented by beautifully renovated bathrooms with updated lighting and fixtures throughout the property. A spacious screened-in pool with a new enclosure creates a private outdoor retreat, while a large exterior shed provides additional storage. The impressive bonus great room features refinished wood flooring and a wet bar, creating an exceptional space for entertaining. A rare opportunity to own a move-in-ready home with extensive upgrades!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Blake Bolton (407-318-0361)
910 PARSON BROWN WAY, LONGWOOD, FL 32750
$383,00065 Days on yellowkey MLS ID: O6380478
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1407 Built: 1977Community: Lake Searcy ShoresSingle Family
Remarks: **Seller is offering a $5,000 buyer closing cost credit.** Welcome home to this beautifully maintained 3-bedroom split floorplan residence offering privacy, space, and modern comfort—all with NO HOA. Situated on a nearly ¼-acre fully fenced lot, this property is a rare find both inside and out. Step inside to discover all solid-surface flooring throughout—no carpet, complemented by fresh, updated interior paint and two fully renovated bathrooms. The galley-style kitchen features granite countertops, stainless steel appliance package, and efficient design, perfect for everyday living and entertaining alike. Outdoors is where this home truly shines. The gorgeous backyard oasis includes a gazebo, fire pit, pavered walkways, storage shed, and even a chicken run, offering endless possibilities for relaxation, hobbies, or entertaining guests. Ideally located near historic Longwood, Orlando Health, shopping, and dining, this home blends convenience with charm. Reiter Park—with its splash pad, playground, food trucks, and vibrant community events—is just a pleasant walk or bike ride away. This move-in-ready home delivers space, upgrades, and a lifestyle you’ll love—schedule your showing today.
Listing is courtesy of: WATSON REALTY CORP (407-359-2300)
Listing Agent: Virginia Bellhorn (407-580-7235)
235 S SHADOWBAY BLVD, LONGWOOD, FL 32779
$425,000298 Days on yellowkey MLS ID: O6320596
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1916 Built: 1981Community: Shadowbay Unit 1Single Family
Remarks: This single-family home is amazing in every way and is truly a must see! Nestled in the highly coveted Shadowbay Community on Lake Brantley. Brand NEW HVAC with 10 year transferable parts warranty. Brand NEW 50 Gallon Water Heater! NEW ROOF 2023! A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the striking front door and stunning foyer, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive living area creating a stylish, classic feel. Living room bright and open with sliding glass doors that take you out to the paved patio. Crown molding throughout and a beautiful wood burning fireplace. Skylights in kitchen, bathrooms, and laundry room. Split floorplan for privacy and convenience. Stunning, oversized primary bedroom overlooking the private back yard. Substantial closets offering more than ample storage. Additional two bedrooms with sliding glass doors leading out to private, open garden area. Enjoy your morning coffee in the breakfast nook with exquisite chair molding and picturesque Bay Window. Brand NEW stainless steel appliances. Kitchen centered between large breakfast area and spacious formal dining room. Timeless Wet Bar of living and dining room. Perfect home for entertaining. Gorgeous luxury vinyl flooring combining durability and elegance. No carpet. Throughout entire home NEW flooring, interior paint, and appealing textured ceilings. Owner with pride of ownership. Private backyard with mature landscaping and some fencing for your fury family. Oversized 2 car garage with an abundant of storage options both inside and out. This is the ideal home in so many ways. What more could you ask for!? Shadowbay Community with so much to enjoy with tennis court, basketball court, park and private boat launch. I-4 just minutes away for Disney or a day at the Beach. Close to Historical Downtown Longwood and Winter Park with desired Park Avenue and weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Supermarkets, restaurants, shopping and so much more. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Denise Korrey (407-221-2801)
258 BLACKWATER PL, LONGWOOD, FL 32750
$350,00037 Days on yellowkey MLS ID: O6389325
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 1988Community: Longwood Green RepSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Imagine coming home to a space that feels comfortable, welcoming, and easy to enjoy every day. Step into a bright kitchen featuring sleek stainless steel appliances—perfect for preparing your favorite meals or hosting a casual dinner with friends. Just beyond, the spacious family room with beautiful laminate floors and a cozy fireplace creates the perfect setting to relax, unwind, and enjoy those cooler Florida winter evenings. The home offers a nicely updated guest bathroom and a peaceful primary suite with extra room for an office desk—ideal for working from home, managing daily tasks, or simply creating your own private retreat. One of the best features of this home is the screened-in back patio with a lovely tiled floor. It’s the perfect place to start your morning with a cup of coffee, enjoy the afternoon breeze, or unwind in the evening without worrying about bugs. And the lifestyle doesn’t stop at the front door. Located just around the corner is Historic Downtown Longwood, you’ll enjoy easy access to charming local shops, restaurants, community events, and the character that makes this area so special. Plus, the Longwood SunRail Station is nearby, making commuting into downtown Orlando or exploring Central Florida even more convenient. Whether you’re purchasing your first home or looking to downsize into something comfortable and manageable, this charming property offers the perfect blend of convenience, comfort, and lifestyle.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: David Miller (321-236-6761)
157 HARROGATE CT, LONGWOOD, FL 32779
$525,00064 Days on yellowkey MLS ID: O6379020
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2111 Built: 1978Community: Wekiva Club Estates Sec 04Single Family
Remarks: Under contract-accepting backup offers. This 4-bed home in Wekiva Club Estates delivers a spacious layout, a resurfaced pool, and updates throughout — including roof, windows, kitchen, and more — all in Longwood’s beloved Wekiva community. Welcome to 157 Harrogate Court, a 4 bedroom, 2 bathroom pool home offering over 2,100 square feet of living space on a spacious 0.34 acre lot in the desirable Wekiva Club Estates section of the Community of Wekiva. Zoned for highly rated Wekiva Elementary and Lake Brantley High, this home boasts recent upgrades including a new roof and windows (2024), refinished kitchen (2024), and added attic insulation. The private pool was resurfaced in 2022, with screen enclosure updates in 2020 and 2024. PVC Partially fencing with a double gate was installed in 2025. Inside, you're welcomed by a spacious foyer leading to formal dining and living areas. The layout flows through the kitchen into the cozy family room, which opens to the screened patio and backyard pool oasis. The split plan offers privacy: the primary suite with ensuite bath and walk-in closet is located off the kitchen, while bedrooms 2 through 4 and the second full bath are on the opposite wing. A dedicated laundry room sits just off the kitchen for added convenience. Enjoy unbeatable proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park—perfect for outdoor enthusiasts! Zoned for top-rated Seminole County schools and close to Publix, local parks, dining, and shopping, this home offers the ideal blend of lifestyle and location. Plus, as part of the Wekiva community, you'll have access to two beautiful parks, a community center, and 26 miles of walking trails, all surrounding the Wekiva Golf Course. Don’t miss your chance to live in one of Central Florida’s most desirable neighborhoods! This home blends updates, layout, and location — and it’s ready for its next chapter.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
110 BRANDYWINE LN, LONGWOOD, FL 32779
$775,00031 Days on yellowkey MLS ID: O6391159
1 Days Off yellowkey (back on 3/22/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 3222 Built: 1976Community: Sweetwater CoveSingle Family
Remarks: Under contract-accepting backup offers. Welcome to Sweetwater Cove in Longwood! This meticulously maintained home features a desirable split floor plan that offers privacy and functionality, ideal for families or guests. A dedicated office just off the primary suite provides a work-from-home space, while the air-conditioned Florida room expands the living area and includes a versatile workout room. The home has been thoughtfully updated throughout. The primary and secondary baths were remodeled (2020), and the guest bath was fully renovated (2026). Major improvements include a full home re-pipe and fresh interior/exterior paint (2022), air-conditioning units replaced (2019), updated electrical panels (2016) and a roof replacement (2013). Additional updates include a new garage door in 2021 and a redesigned driveway and sidewalk (2020). Outdoor living shines with solar electric panels and a pool bar addition completed (2020), ideal for entertaining and enjoying Florida living year-round. Residents of Sweetwater Oaks enjoy exceptional community amenities, including private access to Sweetwater Beach on Lake Brantley with a lakeside park, sandy beach, and boating, skiing, kayaking, sailing and fishing. The neighborhood also offers tennis and pickleball courts, sand volleyball, playgrounds and a community center with regular events. Nearby Riverbend Park adds even more outdoor recreation. Make this house your home.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Kristen Wenderfer (973-868-9745)
366 WEKIVA COVE RD, LONGWOOD, FL 32779
$550,000151 Days on yellowkey MLS ID: O6359535
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2268 Built: 1983Community: Wekiva Cove Ph 1Single Family
Remarks: One or more photo(s) has been virtually staged. Beautifully Refreshed Home in the Highly Desired Wekiva Cove Community! This stunning home is back on the market after significant upgrades, including a brand-new kitchen and improved open floor plan designed for modern living and effortless entertaining. Fresh interior and exterior paint, new ceilings in the kitchen and garage, and numerous updates make this home truly move-in ready. Step inside to a bright and welcoming formal living room featuring dramatic vaulted ceilings, a striking fireplace, and abundant natural light. The brand-new kitchen showcases elegant quartz countertops, stainless steel appliances, and a breakfast bar, perfectly positioned to overlook the dining and family room with seamless access to the pool area. Step outside and discover your own private backyard paradise. The in-ground pool, surrounded by lush landscaping and equipped with brand-new pool equipment, creates the perfect setting for relaxing or entertaining. Additional valuable upgrades include a fully paid solar panel system powering the entire home, a new water heater, and a new sprinkler system. The first-floor primary suite offers comfort and privacy, complete with a walk-in closet, private bath, and direct access to the pool. The primary bathroom features a beautiful skylight that fills the space with natural light, creating a spa-like atmosphere that feels like your own private retreat. Upstairs, you’ll find two spacious bedrooms with generous closets and a shared balcony overlooking the pool and the lake, along with a versatile loft/office that can easily serve as a 4th bedroom, workspace, or flex room. An additional indoor patio/flex space provides even more room for relaxing, entertaining, or creating a charming indoor garden area. Located in the picturesque lakefront community of Wekiva Cove, residents enjoy a scenic paved walking trail around the lake, a fishing pier, community pool, tennis courts, playground, sports fields, and clubhouse. The greater Wekiva area also offers 26 miles of walking trails, beautiful parks, and a vibrant community atmosphere. Ideally located near Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, as well as shopping, dining, and major roadways. All of this is complemented by access to top-rated Seminole County schools. Experience the perfect blend of comfort, upgrades, and lifestyle in one of Central Florida’s most sought-after communities.
Listing is courtesy of: A2Z REALTY GROUP (407-401-8822)
Listing Agent: Olga Ray (407-404-2133)
341 FERDINAND DR, LONGWOOD, FL 32750
$419,900115 Days on yellowkey MLS ID: O6368934
1 Days Off yellowkey (back on 3/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1667 Built: 1980Community: Columbus HarbourSingle Family
Remarks: Welcome to Columbus Harbour and this charming 3-bedroom, 2-bathroom home offering 1,667 sf of comfortable living space on a spacious .25 acre lot. Nestled in a tranquil neighborhood, this property combines privacy, convenience and lifestyle amenities. Enjoy peace of mind with a brand new roof and new driveway (2025), along with a fully fenced yard-perfect for outdoor entertaining, pets or gardening. The thoughtfully designed floor plan provides generous living areas and well sized bedrooms, ideal for both everyday living and hosting guests. Residents have exclusive access to a private boat ramp and tennis courts, making it easy to enjoy an active, outdoor lifestyle. Whether you're relaxing at home or taking advantage of the community amenities, this property offers the perfect balance of comfort and recreation. DON'T MISS THIS OPPORTUNITY to own a beautifully kept home in a serene setting with sought after amenities! *Information contained is deemed to be correct. All information to be confirmed by buyer and buyer's representative.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kenneth Hearn (407-383-5261)
385 BRASSIE DR, LONGWOOD, FL 32750
$660,00044 Days on yellowkey MLS ID: O6387162
0 Days Off yellowkey (back on 3/21/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3412 Built: 1988Community: Sanlando SpgsSingle Family
Remarks: Under contract-accepting backup offers. Once in a life time opportunity to own this amazing home in Longwoods' Rolling Hills nieghborhood. This large spaceous 14,000+ sf ft lot boast numerous mature hardwood trees and looks out over the Rolling Hills park that will both inspire and demand that you make this house your home. From the exceptional views off the 2nd Floor master bedroom nook to the 18' high valauted ceiling and fireplace in the living room, this home has it all. The large master suit has 3 large walking master bedroom closets, large master bathroom and lots of windows for cool Springs Florida nights. The features a 3 car attached garage, wrap-around front porch, office or 4th Bedroom and best of all NO HOA! Recent upgrades include: new roof in 2025, new well head in 2024, and new zoned HVAC in 2024. Note: County has the home as a 4 bedroom, which could be the either a 4th bedroom, den or office. Nearby attractions include: Altamonte Mall. Cranes Roost Farm and Art Market, Sanlando Bike Trails and I4 just minutes away. Hurry, this listing is not expected to last and Sellers are motivated!
Listing Agent: Tim Malone (407-765-6987)
204 BLUE LAKE DR, LONGWOOD, FL 32779
$729,000122 Days on yellowkey MLS ID: S5140226
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2914 Built: 1973Community: Sweetwater Oaks Sec 04Single Family
Remarks: One or more photo(s) has been virtually staged. This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on over half an acre with peaceful pond frontage and wide-open water views, this property delivers the serenity of lake living with the convenience of Seminole County’s most coveted amenities. Whether your ideal afternoon is launching a boat, paddling the Wekiva River, or unwinding while deer stroll through the yard, this address puts nature at your doorstep. The home has been thoughtfully updated to support a low-maintenance lifestyle. Fresh 2025 interior and exterior paint, a newer roof 2022, upgraded windows and doors installed in 2024, and a paver driveway and pool deck added in 2020 create a clean, modern feel. Inside, newer appliances and a 2019 AC system support comfort year-round. Two master suites provide flexibility, including the option for a mother-in-law suite or multi-generational living. A massive picture window frames the water perfectly, giving the living spaces a tranquil, postcard-worthy backdrop. Your oversized pool comes heated, with a pool heater installed 2024. The neighborhood is a rare gem for active residents. Enjoy three community parks, private Wekiva River access, members-only Lake Brantley beach and boat ramp, and more than ten tennis and pickleball courts. With Wekiva Springs State Park just moments away, adventure comes standard. For buyers who crave space, privacy, and a lifestyle built around the outdoors, this home is the invitation you have been waiting for.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Simone Wickham (407-283-5275)
9 STONE GATE N, LONGWOOD, FL 32779
$1,250,00066 Days on yellowkey MLS ID: O6381021
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 4225 Built: 1991Community: Ravensbrook 1St AddSingle Family
Remarks: Lakefront pool home on nearly 2 private acres in the established Ravensbrook community. This 4,225-square-foot residence features 6 bedrooms, 4 full and 2 half baths, a spacious multi-level layout, and oversized windows showcasing scenic lake views. Major updates include whole-house replumbing 2022, electrical panels updated, a water filtration and softener system, and new HVAC air handlers (2025). The pool was resurfaced in 2023, and the property offers approximately 190 feet of shoreline with a private dock and expansive grounds for recreation and privacy. The home presents an opportunity for cosmetic updates, allowing buyers to personalize finishes. Ravensbrook is known for large estate lots, architectural variety, and a quiet setting close to shopping, dining, parks, and major roadways. The voluntary HOA is $200 annually. A rare opportunity to own a substantial lakefront property in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Jim Ruddy (407-718-0984)
1709 IVERNESS CT, LONGWOOD, FL 32779
$975,00049 Days on yellowkey MLS ID: O6385572
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4257 Built: 1990Community: Markham MeadowsSingle Family
Remarks: DOWNSIZING! Almost empty nesters! Expansive one-level executive home of 4200+ sf nestled on an unbelievable 1+ ACRES in highly desirable Markham Meadows; MINIMAL HOA FEE of only $780/yr!! This beautiful home offers an ideal blend of comfort and style. Boasting 4 spacious bedrooms (incl second master suite or in-law suite) and 5 full baths, this residence provides ample room for both relaxation and entertainment. A separate office with built-ins offers the perfect environment for working from home or pursuing personal projects. The Primary master suite is privately situated to itself and showcases a sitting area overlooking the pool, a large walk-in closet, and an ensuite bath complete with an oversized hydro-massage bath and separate shower stall. The sparkling screened-in pool/spa with travertine deck, waterfall, and covered lanai is ideal for enjoying the ultimate Florida lifestyle. The property provides plenty of outdoor space to enjoy, with room for gardening, outdoor activities, or simply unwinding in the serene setting. The home's location is ideal for those seeking both privacy and proximity to essential amenities such as great schools, world-class attractions, shopping, dining, and business districts. With its mix of functionality and charm, this property offers an exceptional living experience. It should be noted that the listing price reflects that the owner had a sinkhole insurance claim in 2009 that was successfully resolved.
Listing is courtesy of: PREFER 1 REAL ESTATE, INC. (321-303-1706)
Listing Agent: J Robert Brown (321-303-1706)
110 STONE POST RD, LONGWOOD, FL 32779
$860,00057 Days on yellowkey MLS ID: O6381909
2 Days Off yellowkey (back on 2/27/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2791 Built: 1983Community: Stonewood FarmSingle Family
Remarks: Under contract-accepting backup offers. This is a one-of-a-kind serene, beautifully landscaped property in a gated community situated off Markham Woods Road in the exclusive Longwood-Lake Mary area. The community is comprised of only eight residents with each having 1 to 3 acres enjoying much privacy. Owned by the original owners, custom built with many upgrades. This home is immaculate, no pets or kids over the years, and very diligently maintained. There is a new roof (installed within the last two years.) There is a whole house generator. The property is next to the community tennis court, that has two parking spaces. The photos shown do not portray what incredible landscaping is here, because of the recent freeze. Many details such as built in medicine cabinets to 5 skylights, etc. The 2nd bedroom is an office with beautiful built-in bookshelves with sweeping wrap windows. Security system is hardwired and very sophisticated. Garage is 34x24 can be considered as a 3 car garage. There is also a free standing building called the "boathouse" that could house a trailer with boat, concrete floor with electric. The pool porch has 2 fans.
Listing is courtesy of: LRC REALTY (407-733-4424)
Listing Agent: Lisa Corkery (407-733-4424)
3352 PARK GROVE CT, LONGWOOD, FL 32779
$1,099,00035 Days on yellowkey MLS ID: O6390087
2 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3207 Built: 1999Community: Alaqua LakesSingle Family
Remarks: Under contract-accepting backup offers. Ideally positioned on one of the most desirable lots in Alaqua Lakes, indulge in sweeping golf and water views along with breathtaking sunsets each evening at your new home. NEW TILE ROOF 2025!! Nestled on a quiet cul-de-sac, this residence blends timeless elegance with upscale finishes and a classic, traditional floor plan designed for refined family living. An updated kitchen, newly-installed flooring, and an airy feel brimming with natural light throughout bookend some of the many features you'll discover at 3352 Park Grove. The spacious primary suite is conveniently located on the main floor, providing peaceful views and luxurious comfort. Upstairs, the 3 additional bedrooms(one can easily be a second primary bedroom with its own walk-in closet!!) and bonus loft create a perfect retreat for family or guests. Step outside to your private outdoor sanctuary, complete with a resort-style pool and spa. Major pool equipment upgrades were completed in 2022, including the control panel, chlorinator, pump, gas heater, and lighting. Alaqua Lakes is one of Central Florida’s most sought-after communities, offering an unparalleled lifestyle with resort-style amenities, including a seven-acre park, five Har-Tru clay tennis courts, sand volleyball, basketball courts, a playground, and a beautiful community pool. Golf enthusiasts will also appreciate the proximity to the private Heathrow Legacy Golf & Country Club. Enjoy the ultimate combination of luxury, privacy, and security—just minutes from upscale dining, boutique shopping, top-rated schools, and major highways. You will not find a better value in such a desirable community. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
501 SWEETWATER CLUB CIR, LONGWOOD, FL 32779
$1,222,00065 Days on yellowkey MLS ID: TB8473605
1 Days Off yellowkey (back on 3/19/2026)
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 4709 Built: 1975Community: Sweetwater Club Unit 1Single Family
Remarks: Under contract-accepting backup offers. **Seller extremely movtivated** Some homes offer space. Few offer presence. This timeless Spanish Mediterranean estate in Sweetwater Club delivers both, an acre of privacy, refined architecture and a setting designed for a life well lived. Ideally in the prestigious, gated community and enhanced by its own private estate entrance, the residence rests on a rare, just over one-acre home site surrounded by approximately 46 mature live oak trees. The result is an atmosphere of natural beauty, tranquility and seclusion that feels worlds away while remaining effortlessly connected. From the moment you arrive, the home’s classic design and serene setting create a lasting impression. Inside, a grand foyer opens to a thoughtfully designed interior with an expansive, versatile layout suited for elegant entertaining and everyday living. Formal living and family rooms are anchored by a wood-burning fireplace, while a traditional dining room provides an inviting setting for gatherings. The newly updated kitchen features beautiful stone countertops, generous cabinetry and refined modern finishes that balance style with function. The primary suite is a retreat, offering generous proportions and a peaceful ambiance designed for restoration. Its en-suite bath features dual vanities and a spa-like atmosphere. A second primary suite also awaits, including an updated bath, ideal for guests or multigenerational living. Both offer direct lanai access. Upstairs, three additional bedrooms and two full baths provide flexible space for family, work or evolving lifestyle needs. A private guesthouse with its bath adds exceptional versatility for extended family, visitors or a secluded studio. Expansive interior living spaces transition effortlessly outdoors, embracing Florida’s signature indoor-outdoor lifestyle. Beneath a canopy of mature oaks, the grounds offer open space, privacy and the rare sense of calm that defines estate living. Sweetwater Club is among Central Florida’s sought-after communities, known for its serenity, exclusivity and proximity to country clubs, Wekiwa Springs State Park, Wekiva Island, top-rated schools, and premier shopping plus dining. Blending privacy, scale and location, this remarkable property presents a rare opportunity to own a private sanctuary.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (813-217-5288)
Listing Agent: Colin Kennedy (727-677-9777)
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