Location: Longwood
Keyword(s): Rock Lake Middle
Keyword(s) Middle School: Rock Lake Middle
Do Not Show Listings
260 CROWN OAKS WAY #260, LONGWOOD, FL 32779
$120,000303 Days on yellowkey MLS ID: O6335847
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 921 Built: 1974 Tax: $2,145 (2024)Community: The SpringsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,145
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: The Crown Oaks condominiums, nestled within the prestigious guard-gated community of The Springs in Longwood, offer a lifestyle that blends natural beauty, privacy, and resort-style amenities. Spanning over 100 acres of preserved waterways, lush woodlands, and century-old oak canopies, The Springs is built around a crystal-clear natural freshwater spring with its own sandy beach exclusively for residents. Enjoy miles of scenic walking and jogging paths, abundant wildlife, and recreational facilities including multiple pools, tennis and pickleball courts, basketball courts, parks, playgrounds, and even horse stables. The community hosts a variety of events, from concerts and movie nights to seasonal celebrations, fostering a vibrant neighborhood spirit. Approaching this home you’ll appreciate its convenience and ease of access with covered parking and storage, and first floor living with no stairs to navigate. Inside you’ll find a Light and Bright living space with a neutral color palette that compliments your existing furnishings while awaiting your personal touches. Natural wood-look vinyl flooring is nearly indistinguishable from the real thing, and offers scratch and waterproof surfaces with no seams for easy cleaning and maintenance. Accent spotlights found throughout the main living area are both functional and decorative allowing you to highlight your favorite art or designate well lit reading nooks, homework desks, or craft areas. The kitchen is modern and updated with white shaker style cabinets, brushed nickel hardware, a full suite of appliances including dishwasher, and easy access to additional storage or pantry space in the utility room. Just off the kitchen is a large flex space for formal dining, bistro-top entertaining, home office work, and more. The main living room offers tranquil and wooded backyard views through a panoramic 3-panel stacking sliding glass door that leads to a fully screened outdoor living space which can be used year round for early morning coffee, lazy afternoon naps, watching the variety of deer, birds, and other wildlife that make The Springs such a magical neighborhood. The primary suite offers plenty of room for a king bed, with upgraded ceiling fan and light, private vanity, and dual closets. The bathroom has a tub & shower combo and has been tastefully updated with granite counters and a fashionable vanity with lots of storage and chrome plumbing fixtures. A second private patio is a perfect outdoor sanctuary for children or furry friends, and can also be used for Yoga or weight training, or simply private relaxation in a quiet and serene setting. Conveniently located near top-rated schools, shopping, dining, and entertainment, The Springs also provides quick access to I-4 for easy commutes to Orlando, Altamonte Springs, Lake Mary, and Winter Park, with Florida’s beaches and theme parks just a short drive away. Crown Oaks residents enjoy private and wooded or courtyard views, screened patios, and covered carports with storage. Conveniently located near top-rated Seminole County schools, shopping, dining, and entertainment, The Springs also provides quick access to I-4 for easy commutes to Orlando, Altamonte Springs, Lake Mary, and Winter Park, with Florida’s beaches and theme parks just a short drive away. This rare combination of natural serenity, active living, and central convenience makes The Springs and Crown Oaks a truly unique place to call home.
Listing is courtesy of: DON HARKINS REALTY LLC (321-377-0341)
Listing Agent: Scott Major (407-697-9301)
2656 BENT HICKORY CIR, LONGWOOD, FL 32779
$425,00033 Days on yellowkey MLS ID: O6406840
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $25,000 (5.6%) on 06/02/2026
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: Under contract-accepting backup offers. 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)
1101 CLUBSIDE DR #1101, LONGWOOD, FL 32779
$199,00018 Days on yellowkey MLS ID: O6411049
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $44 Tax: $1,194 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,194
Tax Year: 2025
Remarks: Welcome to this beautifully updated first-floor condo in the highly sought-after Clubside at Sabal Point community, where comfort, style, and tranquil pond views come together perfectly. Ideal as a primary residence, vacation retreat, or investment opportunity, this spacious 2-bedroom, 2.5-bath home offers a thoughtfully designed layout and extensive recent upgrades throughout. Step inside to an expansive open-concept living and dining area filled with natural light, creating a warm and inviting atmosphere. Sliding glass doors lead to a private screened-in patio overlooking the serene pond — the perfect spot to enjoy your morning coffee or unwind at the end of the day. Designed for both privacy and functionality, the split-bedroom floor plan features two generously sized primary suites, each complete with its own private bathroom and walk-in closet. An additional half bath provides added convenience for guests. The well-appointed kitchen offers ample cabinet space, a cozy eat-in dining area, and includes all major appliances: refrigerator, range, microwave, and dishwasher. An indoor laundry area with washer and dryer included makes everyday living even easier. This move-in-ready condo has been extensively renovated with quality updates, including complete replumbing, new shower valves, a new 40-gallon water heater, new shower pan, new hose bib, fresh interior paint, new baseboards, interior doors, hardware, and hinges. Both bathrooms have been beautifully upgraded with new tile, new cabinetry, granite countertops, and updated faucets. Additional improvements include new ceiling fans and lighting, updated light fixtures and switches, and new window blinds throughout. Located in the desirable Clubside at Sabal Point community, residents enjoy a prime location close to shopping, dining, major roadways, and everything Central Florida has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Carmen Henderson (407-538-9216)
2 HUDSON CV, LONGWOOD, FL 32750
$529,00074 Days on yellowkey MLS ID: O6395131
REDUCED by $10,000 (1.9%) on 05/26/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1974Monthly Fee: $25 Tax: $2,399 (2024)Community: Sleepy Hollow 1St AddSpa: NoSingle Family
Taxes:$2,399
Elementary School: Altamonte Elementary
Remarks: Tucked at the end of a quiet cul-de-sac in the established Sleepy Hollow community, this fully renovated 4-bedroom, 2-bath home sits on an oversized ~0.40 acre lot in the heart of Longwood. With mature surroundings and a little extra breathing room between homes, it offers a setting that’s getting harder to find—while still being just minutes from I-4 and SR 434 for an easy commute. Inside, the home has been completely refreshed with new LVP flooring throughout and a beautifully updated kitchen featuring quartz countertops, a tiled backsplash, brand-new appliances, and brass-toned hardware for a clean, modern finish. The layout offers both living and dining spaces, with French doors from the dining room opening out to a spacious screened porch. The primary suite is filled with natural light, has its own access to the porch, and features a fully remodeled ensuite with a large tiled shower. A separate family room with a wood-burning fireplace provides a second living area and also connects to the porch, creating an easy flow for everyday living or entertaining. The screened porch (approx. 36x10) overlooks a private open-air pool and backyard, with a convenient pool bath that also serves the additional bedrooms—all of which have been updated. Additional highlights include a new roof (in progress) and fresh exterior paint on the stucco, while the original brick has been preserved for added character.
Listing is courtesy of: LEGACY REALTY & BROKERS LLC (407-887-7779)
Listing Agent: Skip Juma (206-349-7547)
8311 OLYMPIA CT #8311, LONGWOOD, FL 32779
$187,990127 Days on yellowkey MLS ID: O6380695
REDUCED by $8,000 (4.1%) on 04/28/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $1,985 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,985
Remarks: Don’t miss out on this opportunity!! This is a condo located in the beautiful Sabal Point community in Longwood. As you enter the front door the there is a laundry room and a half bath to the left and a large closet straight ahead. Featuring two well appointed primary bedrooms. The two primary bedrooms each feature ensuite bathrooms, one with a shower and one with a tub. Each bedroom also features large walk-in closets. No Carpet at all tile flooring throughout the unit. A balcony perfect to enjoy and relax every day. Unit is located like a 2nd floor because the first floor is underneath. HOA fee included, all exterior maintenance, pest control, water, trash, and landscaping. The community offers a well equipped clubhouse, fitness center and community pool. Nearby restaurants, shopping, park and outdoor recreation in Longwood for your convenience, and just minutes from I-4. Don’t miss out on this rare opportunity. Come see it today!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Laura Ramos, Pa (786-308-0803)
420 SUMMIT RIDGE PL #310, LONGWOOD, FL 32779
$219,90027 Days on yellowkey MLS ID: O6406905
REDUCED by $8,000 (3.5%) on 06/09/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1271 Built: 1996Monthly Fee: $477 Tax: $2,487 (2024)Community: Residences At Sabal Point A CondoSpa: NoCondo
Taxes:$2,487
Remarks: * PRICE IMPROVEMENT * Top-floor privacy meets modern comfort in this completely remodeled, move-in-ready 2-bedroom, 1-bath condo located in the highly desirable Wekiva Springs area within the gated Residences at Sabal Palm community. This beautifully updated home features new luxury vinyl flooring throughout, a fully renovated kitchen with all-new cabinetry and appliances, and a stylishly redesigned bathroom. Tastefully painted and furnished (furnishings negotiable), this condo offers a convenient, carefree lifestyle from day one. Additional highlights include a separate laundry room with washer and dryer included, along with access to exceptional community amenities such as a resort-style pool and spa, fitness center, playground, tennis courts, and car wash facilities. Surrounded by the serene beauty of the Wekiva tree canopy, yet just minutes from shopping, dining, entertainment, and major north-south-east-west roadways, this property offers the perfect blend of tranquility and accessibility. Ideal as a primary residence, personal vacation retreat, or investment opportunity.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Charles Kohlinger (407-421-9188)
885 WOODGATE TRL, LONGWOOD, FL 32750
$419,90023 Days on yellowkey MLS ID: O6408514
1 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 1980 Tax: $1,745 (2025)Community: WoodgateSingle Family
Taxes:$1,745
Elementary School: Woodlands Elementary
Remarks: Under contract-accepting backup offers. Modern comfort meets effortless Florida living in this beautifully maintained 3-bedroom, 2-bath pool home—updated throughout and truly move-in ready. Inside, fresh paint and wood-look tile flow through the main living areas, with fresh new carpet in the bedrooms for added comfort. The remodeled kitchen impresses with white Shaker cabinetry, new hardware, Caesarstone countertops, a glass-tile backsplash, and a full suite of stainless steel appliances—including oven, microwave, refrigerator, dishwasher, and range with matching hood. The spacious living room showcases elevated ceilings, a cozy wood-burning fireplace, and clerestory windows that bathe the space in natural light. A bright Florida room offers the perfect spot for hobbies, a home office, or a quiet place to unwind. Guests will appreciate the fully updated bathroom with new flooring, tub/shower, fixtures, vanity, and countertops. Pride of ownership shows at every turn, supported by smart system upgrades: a new gas water heater, updated electrical, and a 2022 AC for peace of mind. Step outside to your private, screened-in pool retreat, featuring a covered patio ideal for lounging or entertaining. The pool surface is in great condition, and the pool pump was replaced around 2024. The fenced backyard provides green space plus a storage shed, while the garage’s retractable screen expands your options for projects or breezy outdoor enjoyment. With modern finishes, thoughtful upgrades, and inviting indoor-outdoor living, this home delivers comfort and convenience—minutes from the SunRail station, I-4, parks, and shopping. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Erica Rosenberger (407-908-2789)
104 STONEBROOK CT, LONGWOOD, FL 32779
$889,000100 Days on yellowkey MLS ID: O6386029
REDUCED by $6,000 (0.7%) on 05/31/2026
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
High School: Lake Brantley High
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)
377 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$265,0006 Days on yellowkey MLS ID: O6414941
REDUCED by $34,000 (11.4%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 1984Monthly Fee: $310 Tax: $2,885 (2025)Community: Shadowbay Unit 2 Ph 2Townhouse
Taxes:$2,885
Remarks: Short Sale. This charming 3-bedroom, 2-bathroom townhome in Longwood, FL, is a hidden gem that just needs a little TLC. Spanning 1,396 square feet across two stories, the home boasts impressive 15-foot ceilings that create a bright, airy environment filled with natural light from three spacious 8-foot windows and two sets of sliding glass doors. Nestled in the sought-after Seminole County, this residence is part of a community served by top-rated schools, including Sabal Point Elementary, Rock Lake Middle School, and Brantley High School—perfect for families prioritizing education. Picture yourself enjoying coffee on your private wooden deck or hosting family barbecues in the expansive backyard! Inside, the elegant porcelain tile and luxury vinyl plank flooring (updated in 2021) blend durability with style. Recent upgrades include new windows and pots, enhancing both aesthetics and energy efficiency. Outdoor enthusiasts will appreciate the proximity to Wekiva Springs State Park and Wekiva Island, offering nature trails, kayaking, and serene surroundings. The townhome is conveniently located near essential shopping, with two Publix supermarkets nearby, as well as Merrill Park and Westmonte Park, featuring an outdoor pool, playground, and sports courts. For commuters, easy access to a Sun Rail Station and Interstate 4 adds to the convenience of this well-rounded lifestyle. Don’t miss out on the opportunity to make this lovely townhouse your new home! Schedule your private tour today and start envisioning your future in this beautiful space. All offers are subject to third-party (lenders) approval. Property is being sold as a Short Sale. LIST PRICE NOT YET APPROVED.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Bianca Botelho, Pa (407-709-4975)
7102 OLYMPIA CT #7102, LONGWOOD, FL 32779
$255,000192 Days on yellowkey MLS ID: O6364818
REDUCED by $10,000 (3.8%) on 06/09/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $2,081 (2025)Community: Clubside At Sabal Point A CondoCondo
Taxes:$2,081
Remarks: Welcome home! NEW PRICE! AND DON’T MISS THIS FACT: FURNITURE INCLUDED! This beautifully remodeled condominium in one of Longwood’s most desirable communities. Renovated from top to bottom with quality materials and thoughtful details, this home offers both style and comfort. FURNITURE ARE INCLUDED! With 2 generous master suit bedrooms, 2 full bathrooms, and an additional guest bath, the layout is spacious and convenient. The owner updated the home with care and love, but after relocating, this wonderful space is now ready for its next chapter—with you. Step inside and you’ll instantly feel the charm and warmth this condo offers. Located in Clubside at Sabal Point, you’ll enjoy access to fantastic amenities including a pool, tennis courts, and a fitness center. The community is clean, quiet, well maintained, and known for its peaceful atmosphere. Plus, it’s zoned for top-rated schools, making it an ideal place to live. Don’t miss your chance—contact your realtor to schedule a showing today! Property might be under surveillance cameras.
Listing Agent: Miriam Miranda (386-235-9985)
381 CREEKSTONE CT, LONGWOOD, FL 32779
$745,0009 Days on yellowkey MLS ID: O6387817
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3289 Built: 1988Monthly Fee: $85 Tax: $4,458 (2025)Community: Sabal Point Sabal Creek AtSpa: YesSingle Family
Taxes:$4,458
Remarks: One or more photo(s) has been virtually staged. Tucked away on a quiet cul-de-sac in desirable Longwood, this beautifully maintained pool home offers a private, tree-lined setting on almost a half-acre. Designed for both comfort and entertaining, the home features a screened-in pool and expansive outdoor living space—ideal for enjoying Florida’s year-round lifestyle. Inside, a thoughtfully designed split floor plan showcases spacious living and dining areas, complemented by uniform flooring throughout. The heart of the home opens to an impressive Florida room filled with natural light and double sliders, complete with custom built-ins, a wet bar, and a fireplace, creating an inviting space for gatherings The kitchen offers both casual and functional dining with an eat-in area and bar seating, along with a built-in oven and microwave. Architectural details such as pocket doors, solid wood doors and transom windows add character and timeless appeal. The generously sized primary suite provides a relaxing retreat with a large walk-in closet, while one of the secondary baths features a walk-in shower and convenient access for pool use. Additional highlights include a new roof (2023), indoor laundry room with sink, newer washer and dryer, new plumbing (2023) New exterior doors and a spacious 3-car side-entry garage with extensive storage. A long driveway offers ample parking for guests. With its blend of space, privacy, and refined features, this home presents a rare opportunity in a sought-after Longwood location. Minutes from Wekiva Springs State Park, walking trails, dining, shopping and access to top-rated Seminole County schools.
Listing is courtesy of: RED BIRD REALTY OF FLORIDA INC (407-222-8339)
Listing Agent: Renee Killiri (407-222-8339)
812 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$7,990,000164 Days on yellowkey MLS ID: O6370385
REDUCED by $1,960,000 (19.7%) on 06/08/2026
Bed: 9 Bath: 12.5 Gar: 8 Liv Area Sq Ft: 14623 Built: 1979Monthly Fee: $367 Tax: $33,128 (2024)Community: Sweetwater Club Un 1-ASpa: YesSingle Family
Taxes:$33,128
Remarks: One or more photo(s) has been virtually staged. Presenting The Fortress, SET ON NEARLY 12 ACRES, a one of a kind architectural masterpiece created for those who understand that true luxury is not styled but built to endure and remain irreplaceable. Designed and constructed over 7 years by the world renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing House, this nearly 20000 square foot private compound has hosted presidents, global dignitaries, private concerts, and philanthropic gatherings of the highest caliber. Approached by a quarter mile tree lined driveway, the fully walled estate centers around a 5 acre private lake spring fed by the Wekiva Springs State Park, surrounded by museum quality grounds featuring imported European fountains, life size bronze sculptures, curated statuary all across the gardens, and ornamental ponds suitable for koi fish. The main residence spans 14623 square feet and offers 7 bedrooms each with its own full bathroom, along with an elegant powder room by the main entrance, formal living and dining rooms, a breakfast room, a main kitchen, and a separate staff kitchen. Constructed of solid poured concrete, the home reflects permanence and security with bulletproof glass, hand plastered walls, soaring 25 foot ceilings, graceful arches, and signature fluted architectural textures expressed through curved nonlinear walls. A massive custom bronze door opens to interiors finished in polished marble and terrazzo flooring, including brand new floors in the main living room and kitchen, which features panoramic lake views, an oversized island, oversized pantry, private service entrance, and a fully equipped staff kitchen with its own dining area. Four bedrooms are located upstairs with the most impressive lake views and three bedrooms downstairs, while a monumental round atrium crowns the sculptural marble staircase that took 2 full years to complete. Additional highlights include a dramatic 2 story library that converts into a home theater, a glass conservatory with a Murano chandelier designed for a grand piano, an elevator near the foyer, 2 authentic wood burning fireplaces, custom Sherle Wagner bathrooms, hidden closets throughout, and a bar near the piano room. The West wing principal suite features a private Italian inspired alfresco patio and an adjacent private gym with a full bathroom, sauna, and walk in closet, creating a self contained wellness retreat, while the East wing suite enjoys its own Italian inspired patio. The estate is completed by an approximately 2500 square foot guest and pool house with 2 bedrooms and 2 full bathrooms, staff quarters of approximately 1000 square feet, a 2300 square feet 8 car garage with full bath, laundry, and storage, along with resort style amenities including a pool and spa, a professional court lined for tennis and pickleball, a Hot Tub, sandy beach access, and multiple alfresco entertaining areas, this home has countless custom invaluable features, making The Fortress a true legacy estate built to stand for the next century and beyond. Conveniently located near top rated schools, 2 miles away from Wekiva Springs Park, leading hospitals, Golf Courses and an array of elevated dining experiences, offering effortless access to education, healthcare, and refined lifestyle amenities while preserving privacy and exclusivity. Private showings are offered by appointment only.
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Lisell Melo (407-690-4973)
210 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$669,00049 Days on yellowkey MLS ID: O6402314
REDUCED by $26,000 (3.7%) on 06/08/2026
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: One or more photo(s) has been virtually staged. 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. *All new interior paint in 4 bedrooms, living room and dining room * June 2026 * 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)
106 HIDDEN OAK DR, LONGWOOD, FL 32779
$460,00051 Days on yellowkey MLS ID: O6401486
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2127 Built: 1973Monthly Fee: $175 Tax: $3,274 (2025)Community: The Springs Glenwood Village Sec 2Townhouse
Taxes:$3,274
Remarks: Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in a way that immediately stands out. A sunken living room anchors the space, centered around a striking floor-to-ceiling stone fireplace that acts as both a focal point and a natural divider. It’s bold, warm, and unlike anything you’ll see in a typical townhome. The layout flows effortlessly from space to space, with a dedicated dining area and multiple living zones that give you flexibility to entertain, relax, or spread out. Natural light pours in from oversized sliders, drawing your eye out to a private patio space that feels more like an outdoor room—perfect for morning coffee or winding down at the end of the day. The kitchen offers generous counter space, solid wood cabinetry, stainless appliances, and a large window that keeps everything bright and connected. It’s functional, inviting, and positioned right where you want it—at the heart of the home. One of the standout features is the additional sunroom-style living space with vaulted ceilings and walls of glass. It’s the kind of room that adapts to you—lounge, office, plant haven, creative space—you decide. The primary suite is spacious and tucked away for privacy, while the additional bedrooms offer flexibility for guests, work-from-home setups, or whatever your lifestyle calls for. And then there’s The Springs. This guard-gated community is in a category of its own, offering access to a private natural spring with a sandy beach, miles of walking and biking trails, towering trees, and a setting that feels more like a nature preserve than a neighborhood. Add in tennis, pickleball, a community pool, horse stables, and a full calendar of events—and you start to understand why people move here and stay. All of this just minutes from I-4, shopping, dining, and everything you need—yet it feels completely removed from the noise. Unique. Private. Full of character. This isn’t just another townhome—it’s a space you actually feel.
Listing is courtesy of: METROPOLIS R.E. SOLUTIONS, LLC (407-282-1600)
Listing Agent: Melissa Hastings (407-408-7529)
486 N PIN OAK PL #308, LONGWOOD, FL 32779
$179,900125 Days on yellowkey MLS ID: O6381034
3 Days Off yellowkey (back on 6/1/2026)
REDUCED by $5,000 (2.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,066 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,066
Remarks: Under contract-accepting backup offers. Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers. Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room, dining area, and sliding glass doors leading to a screened-in balcony. The split-bedroom floor plan provides privacy, with two generously sized bedrooms, each featuring walk-in closets and its own full bathroom. The kitchen includes ample cabinet storage, a breakfast bar, and open views into the main living space. A full-size laundry room adds everyday convenience rarely found in condo living. Residents of this amenity-rich condo community enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained walking paths. The location is just minutes from Wekiva Springs, Uptown Altamonte, Lake Mary, and I-4. Ideal for a first-time buyer, downsizing, or a low-maintenance investment property. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
891 MARKHAM WOODS RD, LONGWOOD, FL 32779
$998,00051 Days on yellowkey MLS ID: O6401694
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $97,000 (8.9%) on 05/28/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4891 Built: 1970 Tax: $6,764 (2024)Community: Des Pinar AcresSingle Family
Taxes:$6,764
Remarks: Under contract-accepting backup offers. Privately situated on 1.7 acres along one of the sought-after corridors of Markham Woods Road in Longwood, this exceptional property presents a rare opportunity to enjoy space, flexibility and modern upgrades without restrictions of an HOA. Tucked behind private entry gates at the front and rear of the property, the estate offers a unique sense of privacy and convenience while remaining just moments from the boutique shopping, dining and everyday conveniences of Longwood and Lake Mary. With immediate access to Interstate 4 and the 417/429 beltways, downtown Orlando, regional hospitals, area attractions and beaches are all within easy reach. Significantly renovated and thoughtfully improved since 2021, the property combines peace of mind with modern comfort. The main residence spans five bedrooms and three and a half baths and has been extensively updated with all new plumbing, new flooring throughout, fresh interior and exterior paint completed in 2025, and stylish new sinks, fixtures and lighting throughout. The kitchen is complemented by all new appliances, while two new high-efficiency HVAC systems installed in 2026, and a 2022 roof further enhance the home’s long-term value and efficiency. Beyond the main residence is a detached, nearly 1,000-square-foot guest house that provides versatility for multigenerational living, visiting guests, a separate office for running a business or extended stay accommodations. Outdoors, the expansive grounds offer a remarkable amount of parking and storage potential, including room for recreational vehicles, boats, trailers, or car collections, complemented by a dedicated 30-amp RV outlet. The oversized property also provides ample room to create a future resort-style pool and outdoor entertaining environment tailored to your vision. Rarely does a property combine acreage, extensive renovations, gated privacy, guest accommodations and a premier Markham Woods Road address with such exceptional connectivity to Central Florida’s desirable destinations in one compelling offering.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
302 TIMBERCOVE CIR, LONGWOOD, FL 32779
$599,00079 Days on yellowkey MLS ID: O6393377
REDUCED by $1,000 (0.2%) on 05/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2199 Built: 1972Monthly Fee: $54 Tax: $6,163 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,163
Remarks: Back on the market after significant updates completed for your peace of mind. The pool has just been refinished with beautiful new tile (June 2026), while a new roof and HVAC system were installed in 2025. With these major improvements already taken care of, this home is truly move-in ready. Now professionally staged and showing better than ever, this exceptional Sweetwater Oaks home is ready to impress its next owner. Located in the highly desirable Sweetwater Oaks community, this inviting residence blends timeless character with modern upgrades and smart-home convenience. With fresh furnishings thoughtfully showcasing each space, buyers can now truly experience the home’s layout, flow, and potential. The open-concept floor plan is filled with natural light, enhanced by recessed lighting and brand-new luxury vinyl plank flooring throughout. The inviting living area features a cozy wood-burning fireplace and flows effortlessly into the beautifully renovated kitchen. The kitchen is a true centerpiece, featuring a spacious island with a dramatic waterfall edge, quartz countertops, and abundant cabinetry. High-end smart appliances include a ceiling-mounted recessed range hood with remote control and a built-in oven and microwave combo with touchscreen functionality. Upgraded smart digital faucets with temperature-sensitive controls add a sleek, modern touch throughout the home. The primary suite offers a generous walk-in closet and a fully renovated en-suite bathroom. The guest bathroom includes a skylight for natural light and convenient direct access to the pool. Step outside to a spacious screened-in porch overlooking the pool — the ideal space for relaxing or entertaining. Additional highlights include a laundry room with a utility sink and pool access, plus an oversized side-entry garage with an extended driveway for ample parking. Sweetwater Oaks offers an exceptional lifestyle with amenities including tennis courts, playgrounds, private beach access, and Lake Brantley access for boating, fishing, and water sports. Just minutes from Wekiwa Springs State Park, you’ll enjoy nature trails, canoeing, and more. Zoned for top-rated Seminole County schools, including Lake Brantley High School. If you’ve seen this home before, it’s worth another look—you won’t want to miss how it feels now.
Listing Agent: Cheryl Geluso (407-792-9796)
110 HOLDERNESS DR, LONGWOOD, FL 32779
$449,50036 Days on yellowkey MLS ID: O6406494
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1775 Built: 1978Monthly Fee: $23 Tax: $4,880 (2024)Community: WekivaSingle Family
Taxes:$4,880
Elementary School: Wekiva Elementary
Remarks: Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find brand new luxury vinyl flooring throughout, freshly painted inside and out, a new garage door, with a spacious layout. Featuring a formal living room, separate dining room and kitchen that opens to the family room which is perfect for every day living and entertaining. The back yard overlooks a greenbelt area and has a walking path that is through out the Wekiva neighborhood . This highly desirable community has A rated schools and amenities including bike trails, parks and playgrounds, community center, tennis and pickleball courts-providing something for everyone to enjoy. Call today for your private showing and don't miss this opportunity to make it Yours!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Katie Morrison (407-421-5025)
267 CROWN OAKS WAY #267, LONGWOOD, FL 32779
$229,9008 Days on yellowkey MLS ID: O6414230
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1143 Built: 2025 Tax: $281 (2025)Community: Crown Oaks 1St AddCondo
Taxes:$281
Remarks: This LIKE NEW 2 bedroom 2 bathroom condo is the hidden gem you've been looking for! It's been rewired, repiped, 2025 AC with Reme Halo air purifier & so much more! With a low-maintenance lifestyle, all new major systems and finishes plus amenities galore all behind a manned-guard gate, what more could you want? Living in The Springs feels like stepping into a hidden nature preserve tucked right into the heart of Longwood. This gated community is known for its winding, tree-canopied roads, peaceful walking trails, and the rare natural spring that becomes the backdrop for everyday life. Step inside and you'll find lots of sunny spaces, a foyer entry with drop station, luxury vinyl floors throughout and a gorgeous kitchen that will want to spend time in with lots of cabinets for storage, ample quartz countertop for cooking and prep, stylish open wood shelving, stainless steel appliance package with matching hood and window over sink offering nature views! Off kitchen is a utility room/bonus space with pantry storage, washer/dryer and more counter space! Enjoy meals in the separate dining room that flaunts a charming light fixture and picture window! With a refined yet cozy feel, the living room has 13ft soaring ceilings with wood details and beam plus transom windows for all of the natural light lovers anda large sliding glass door making the room feel more open! Primary retreat includes a wall of built-in closets and an en-suite designer-style bath making the everyday routine feel fun with hex tile floor, sleek tiled shower stall with frameless barn-style door & chic vanity with stone! Stylish secondary bath has a classic black and white color scheme with subway tiled tub/shower combo and lots of modern touches! This property is just steps from the newly refurbished community pool, has a 1 car carport and several guest parking spots nearby. In addition to the natural Spring, this community offers a beach like area to hang out and spend your weekends, clubhouse available for private parties, brand new pickelball/tennis courts, basketball courts, horse stables, lots of walking trails, a community pool and lots of community events. The Springs offers a retreat-like way of living while still being just minutes from shopping, dining and top-rated Seminole County schools. It’s one of those places where life naturally slows down and coming home truly feels like an escape. You owe it to yourself to see this one!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Stacy Wayne (407-415-9484)
605 WATER OAK LN, LONGWOOD, FL 32779
$499,00032 Days on yellowkey MLS ID: S5149703
REDUCED by $10,000 (2.0%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1977Monthly Fee: $42 Tax: $4,720 (2024)Community: Sabal Point AmdSingle Family
Taxes:$4,720
Remarks: Florida Dream Home on Over Half an Acre in One of Longwood’s Most Desirable Neighborhoods! Seller motivate Don’t miss this incredible opportunity to own a beautifully updated home in a quiet, established community, while still being just minutes from shopping, dining, top-rated schools, and major highways. LEASEDBACK Option Available. BUY NOW MOVE LATER Located only 3 miles from Wekiwa Springs, Rock Springs, and King’s Landing, you’ll enjoy easy access to some of Florida’s most breathtaking natural attractions, famous for kayaking, outdoor adventures, and crystal-clear 72-degree mineral springs year-round. This spacious property offers endless possibilities with plenty of room to build your dream pool, create an outdoor oasis, or expand in the future. The home has been recently remodeled with major updates already completed, including a newer roof, gutters, and French drains (approximately 2 years old), updated AC, water heater, plumbing, and fresh exterior paint. Enjoy the perfect combination of privacy, modern comfort, and an unbeatable location close to everything Central Florida. This rare Longwood gem truly combines lifestyle, location, and value — schedule your private showing today before it’s gone! (Some photos have been virtually staged for visualization purposes.)
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Diana Sanchez (321-947-0107)
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