Location: Longwood , 32779
Do Not Show Listings
3 OLD POST RD, LONGWOOD, FL 32779
$869,00039 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$305
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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)
601 ALBANY CT, LONGWOOD, FL 32779
$293,00033 Days on yellowkey MLS ID: O6404689
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1303 Built: 1985Monthly Fee: $419 Tax: $1,946 (2024)Community: Governors Point Ph 3 Sec 2Townhouse
Taxes:$1,946
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Rock Lake Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 601 Albany Court, an updated 2 bedroom, 2 bath, single story townhome in Wekiva that blends a carefree lifestyle, comfort and convenience with modern upgrades. From the moment you arrive, you’ll love the setting with trees and a view of the woods across the street. You enter the home into the foyer to the eat-in kitchen with a full appliance package including microwave, range/oven, dishwasher and disposal, pass-thru to dining, pantry and doors to the private patio perfect for morning coffee or evening cocktails. The open floor plan offers a large living room with vaulted ceilings, wet bar, fireplace plus and opens into the Florida Room overlooking the back yard, spacious primary suite and bath in rear of home and 2nd bedroom and 2nd bath in the front. Other extras include one car garage, lots of tile, refreshed bathrooms, inside laundry, Nest Thermostat, Buyers Warranty, and more! Great location in highly sought after Governors Point/Wekiva Community near top-rated schools, shopping, variety of dining options, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park, where you can swim, canoe, kayak, explore scenic walking trails and more! This conveniently located home comes with HOA covered exterior maintenance, lawn and grounds care, common area maintenance, irrigation and amenities including, community pool & lots of walking trails. Schedule your private showing today see for yourself. Property may be under video/audio surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: John Herndon (407-252-5736)
474 S PIN OAK PL #308, LONGWOOD, FL 32779
$169,00060 Days on yellowkey MLS ID: O6396978
REDUCED by $10,000 (5.6%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,103 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,103
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Remarks: **Seller may consider buyer concessions if made in an offer**Welcome to this beautiful, MOVE-IN READY 2-bedroom, 2-bath CONDO in the desirable Windsor at Sabal Walk community in Longwood. Offering comfort, style, and convenience, this charming home is perfect for those seeking low-maintenance living in a PRIME LOCATION. An UPDATED AC SYSTEM (2024) enhances comfort and energy efficiency throughout the home. Step inside to discover a bright, OPEN FLOOR PLAN where the Kitchen, Dining, and Living areas flow seamlessly together—ideal for both everyday living and entertaining.The Kitchen is both stylish and practical, showcasing GRANITE COUNTERTOPS and BACKSPLASH, a closet pantry, and a breakfast bar for casual dining. A SEPARATE DINING AREA near the Kitchen offers plenty of room for hosting family and friends. Step down to the SPACIOUS Living Room featuring sliding glass doors that open to a PRIVATE SCREENED REAR PATIO with a POND VIEW —an inviting spot for morning coffee or unwinding in the evenings. The patio also includes a CONVENIENT STORAGE CLOSET for added functionality. The Primary Bedroom serves as a TRANQUIL RETREAT, with a large window that invites in natural light while offering calming views of the pond. A GENEROUS WALK-IN CLOSET completes the space, along with an EN SUITE BATH featuring a GRANITE VANITY with a dedicated makeup area and a step-in shower. The second Bedroom is equally inviting and boasts a WALK-IN CLOSET and private access to a full bathroom that includes a GRANITE VANITY and a shower/soaking tub combination. CONVENIENTLY LOCATED near the Kitchen, the Laundry Room enhances the home’s thoughtful design. HOA FEES cover water, trash, lawn care, exterior maintenance, and access to the SPARKLING COMMUNITY POOL, making for truly carefree living. Located within a TOP-RATED school district and JUST MINUTES from Altamonte Mall, Cranes Roost Park, Wekiva Island, and Wekiwa Springs State Park, this condo offers EASY ACCESS to shopping, dining, entertainment, outdoor recreation, and YEAR-ROUND COMMUNITY EVENTS. Nearby hospitals, grocery stores, and local restaurants add everyday convenience, while QUICK ACCESS to I-4 makes commuting to Orlando, Lake Mary, or the beaches simple and efficient. This is an EXCEPTIONAL OPPORTUNITY to own an updated condo in a beautiful, QUIET COMMUNITY in one of Longwood’s most convenient locations. Schedule your showing today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1856 ALAQUA DR, LONGWOOD, FL 32779
$1,399,00075 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)
104 JUNIPER LN, LONGWOOD, FL 32779
$409,999108 Days on yellowkey MLS ID: O6383969
REDUCED by $10,001 (2.4%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1914 Built: 1972Monthly Fee: $175 Tax: $4,160 (2024)Community: Springs Glenwood Village Sec 1 Rev TheSpa: NoTownhouse
Taxes:$4,160
Remarks: Location, Location, Location! Call now to make an appointment to see this gem! Great Opportunity! Bring your vision to this spacious 3 bedroom 2 bathroom townhome. This is your chance to gain immediate equity by updating a gem in one of Longwood’s most coveted, spring-fed communities. Featuring a layout designed for entertaining and a prime location, this home is priced to fly! PROPERTY IS OFFERED AS-IS ONLY! Common areas currently under renovation/rehab, no touring of springs or pool permitted. Enjoy the private beach, tennis courts, pool, and 24/7 guarded gate access that makes The Springs lifestyle legendary! *All room measurements to be verified by buyer
Listing is courtesy of: ROSEMONT REALTY, INC. (407-299-6252)
Listing Agent: Susie Richetti (407-414-3177)
486 N PIN OAK PL #112, LONGWOOD, FL 32779
$187,900104 Days on yellowkey MLS ID: O6383397
REDUCED by $2,000 (1.1%) on 04/15/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 959 Built: 1991 Tax: $2,259 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,259
Remarks: One or more photo(s) has been virtually staged. **Seller may consider buyer concessions if made in an offer**Welcome to this beautifully UPDATED and MOVE-IN READY 2-bedroom, 1-bath GROUND-FLOOR CONDO in the desirable Windsor at Sabal Walk community in Longwood. Offering comfort, style, and convenience, this charming home is perfect for those seeking low-maintenance living in a PRIME LOCATION. Step inside to discover a bright, OPEN FLOOR PLAN where the Kitchen, Dining, and Living areas flow seamlessly together—ideal for both everyday living and entertaining. Recent 2024 UPGRADES include a BRAND-NEW AC system, stunning WOOD-LOOK VINYL PLANK FLOORING throughout, UPDATED HARDWARE, and MODERN LIGHTING FIXTURES, creating a fresh and contemporary feel from the moment you enter. The spacious Living Room features sliding glass doors that open to a private screened rear patio overlooking PEACEFUL GREEN SPACE—an inviting spot for morning coffee or unwinding in the evenings. The patio also includes a CONVENIENT STORAGE CLOSET for added functionality. The Kitchen is both stylish and practical, showcasing GRANITE COUNTERTOPS, stainless steel appliances, a sleek tile backsplash, closet pantry, and a breakfast bar for casual dining. The UNIQUELY-SHAPED Primary Bedroom offers character and comfort, complete with a generous walk-in closet featuring a CUSTOM CLOSET SYSTEM and private access to the full bathroom that includes a granite vanity and a tub/shower combination. The second Bedroom is equally inviting and features its own SLIDING DOORS leading directly to the screened patio, allowing for natural light and easy outdoor access. A hallway laundry closet with WASHER AND DRYER INCLUDED, adds everyday convenience. The HOA has recently enhanced the community by REPAIRING AND REPAINTING the exterior of all buildings, REPAVING the entire community, and REPLACING the pool deck—adding to the already well-maintained appeal. HOA FEES cover water, trash, lawn care, exterior maintenance, and access to the SPARKLING COMMUNITY POOL, making for truly carefree living. Located within a TOP-RATED school district and JUST MINUTES from Altamonte Mall, Cranes Roost Park, Wekiva Island, and Wekiwa Springs State Park, this condo offers EASY ACCESS to shopping, dining, entertainment, outdoor recreation, and YEAR-ROUND COMMUNITY EVENTS. Nearby hospitals, grocery stores, and local restaurants add everyday convenience, while QUICK ACCESS to I-4 makes commuting to Orlando, Lake Mary, or the beaches simple and efficient. This is an EXCEPTIONAL OPPORTUNITY to own an updated, ground-floor condo in a beautifully refreshed community in one of Longwood’s most convenient locations. Schedule your showing today!
116 CROWN OAKS WAY #116, LONGWOOD, FL 32779
$99,99981 Days on yellowkey MLS ID: O6391198
REDUCED by $5,001 (4.8%) on 05/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 877 Built: 1974 Tax: $1,984 (2025)Community: Crown OaksCondo
Taxes:$1,984
Remarks: One or more photo(s) has been virtually staged. Welcome to your paradise located in the lush,nature filled community of The Springs! This ground level condo and community has so much to offer! The floor plan offers a great use of space with an open kitchen, good sized bedroom and bathroom and an extended living/dining area. Features include Granite countertops, solid wood cabinets, bamboo wood floors in the kitchen and bedroom, a gorgeous copper kitchen sink, brand new luxury vinyl plank flooring in bathroom and living area, newer Master shower, water heater, HVAC, and electrical panel, as well as fresh interior paint. Lots of extra storage in the carport and front patio and the All in one washer/dryer is even included! The master bedroom offers it's own private courtyard. Step outside and enjoy an extended patio with TREX® flooring overlooking lush plants and a serene atmosphere. You will feel like you are tucked away somewhere in the woods, but you are just minutes to everything you could ask for. The Springs community offers a 24 hour manned security gate, a clubhouse for activities surrounded by a beautifully treed area with benches; enjoy the Tennis court, Basketball court, or try your hand at pickleball! There are two pools as well as the natural spring that stays cool all year round, and plenty of walking trails to enjoy!! You can even board your HORSE at the stables! There are fun family events that take place in the community every year. The Springs is right around the corner from I-4 for an easy commute. It is centrally located and you will be close to hospitals, restaurants, shopping, UCF, Rollins, Seminole State College and more! Zoned for Seminole County Schools! This is truly a unique neighborhood that you will love!! Come take a look!
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Giselle Ramirez (407-448-5789)
2040 E TRIANGLE DR, LONGWOOD, FL 32779
$340,00026 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
Middle School: Teague Middle
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
$695,00042 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)
175 CROWN POINT CIR #175, LONGWOOD, FL 32779
$215,000122 Days on yellowkey MLS ID: O6371436
INCREASED by $15,000 (7.5%) on 05/11/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1581 Built: 1985 Tax: $2,678 (2024)Community: Crown Point By The SpgsCondo
Taxes:$2,678
Remarks: Ideal for buyers who value price and speed over perfection. Being sold as-is, it is well-suited for buyers looking to maximize value and make improvements over time. A great option for those seeking flexibility, long-term upside, and a practical entry point into homeownership or investment. This is a strong value opportunity in a highly convenient Seminole County location. Welcome to 175 Crown Point Circle, located in the established Crown Point community of Longwood. This clean, move-in ready condo offers a functional and flexible layout, featuring two bedrooms upstairs and one downstairs—ideal for guests, a home office, or multi-generational living. The main living area is bright and comfortable, with an easy flow into the kitchen that supports both everyday living and casual gatherings. Well-proportioned bedrooms provide comfortable living space, while the primary suite offers privacy and ample storage. The home presents a great opportunity to move in as-is while allowing room to personalize over time. Enjoy outdoor space for relaxing or entertaining, all within close proximity to shopping, dining, parks, and major roadways—making day-to-day living simple and accessible. A great opportunity for buyers seeking location, functionality, and long-term value in the 32779 area.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Darryl Dziedzic (407-446-3791)
2878 MARKHAM WOODS RD, LONGWOOD, FL 32779
$6,999,99937 Days on yellowkey MLS ID: O6403834
Bed: 10 Bath: 15.0 Gar: 17 Liv Area Sq Ft: 25706 Built: 2003 Tax: $70,734 (2025)Community: N/ASpa: YesSingle Family
Taxes:$70,734
Elementary School: Woodlands Elementary
Remarks: One or more photo(s) has been virtually staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet with over 11,000 square feet under air, is a study in European inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought, it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
105 SWEET BAY LN, LONGWOOD, FL 32779
$785,00037 Days on yellowkey MLS ID: O6401023
2 Days Off yellowkey (back on 5/10/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 1978Monthly Fee: $229 Tax: $7,454 (2025)Community: Springs The Deerwood EstatesSpa: YesSingle Family
Taxes:$7,454
Remarks: Under contract-accepting backup offers. Set on a private, tree-canopied lot with a courtyard-style layout, pool, spa, waterfall, and preserve views, this custom home offers one of the most distinctive living experiences in the community. The Springs is a guard gated community located within Central Florida's original tourist attraction, the pristine Sanlando Springs. Residents enjoy access to a host of amenities including this private spring with crystal clear water, numerous rivers, hiking trails, tennis and pickleball courts, private community, large clubhouse and community venue, horse stables, and more, all located within 15 minutes of Downtown Orlando and 30 minutes to the theme parks! As you approach the home you’ll find a canopied driveway lined with towering trees that leads to a home dressed in warm cream siding with stone accents and a distinctive architectural roofline that speaks to the home’s custom architectural character. Step onto the brick-paved covered front patio with cedar ceiling, coach lighting, and a double front door with sidelights, and you already feel the warmth of this home before you've crossed the threshold. Inside, you’re greeted by one of the home's most captivating features, the private interior courtyard. This skylit stone-paved atrium is wrapped on all sides by the home itself, lush with tropical plantings and accessible from multiple rooms, it functions as an outdoor sanctuary that is completely your own. The formal living room is a beautiful place to gather with friends and family, enjoy quiet conversation, or settle in with a good book and cup of coffee beneath exposed timber beams and natural wood-look flooring. Adjacent, the light-filled dining room elevates holidays and celebrations with space for up to 12 guests, walls with panel molding, custom built-ins, crown molding, and a designer chandelier. The kitchen delivers in both form and function: white shaker cabinetry, granite countertops, an extra large center island, stainless steel appliances, two pantries, and subway tile backsplash with ribbon tile inlay, all sit beneath a continuation of the signature vaulted ceiling, soaring to incredible heights with panoramic sliders and large transom windows offering stunning views of the backyard patio, pool, and nature preserve. Deer and other stunning Florida wildlife can regularly be seen grazing or traversing outside the fence making this home a truly unique escape. The primary suite is resort-caliber: a spa bath featuring a freestanding soaking tub, oversized glass walk-in shower with designer tile banding, double vanity with marble tops, and direct access to a custom walk-in closet with full built-in shelving, shoe storage, and hardwood floors, all with direct access to a remarkably private outdoor balcony with covered seating and sprawling backyard views. Secondary bedrooms are generously sized with hardwood floors, natural light, and extraordinary closet space. A dedicated laundry room and multiple well-appointed bathrooms round out the interior. Out back, the property fully delivers on its promise of offering a relaxed Florida lifestyle with a resort-style freeform pool, an integrated spa, a dramatic natural stone waterfall feature, and multiple sun steps, all wrapped in a fully fenced, tree-canopied backyard that feels miles away from everything. This is Florida living at its finest.
Listing is courtesy of: DON HARKINS REALTY LLC (321-377-0341)
Listing Agent: Scott Major (407-697-9301)
450 LONGMEADOW LN, LONGWOOD, FL 32779
$539,00086 Days on yellowkey MLS ID: O6390534
REDUCED by $20,000 (3.6%) on 05/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2623 Built: 1987Monthly Fee: $77 Tax: $3,398 (2024)Community: Sabal Point Sabal View AtSingle Family
Taxes:$3,398
Remarks: Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathrooms with office. Master on first floor.
Listing Agent: Laura Hilton, Pa (407-718-2291)
3322 CANYON GRAND PT, LONGWOOD, FL 32779
$725,000100 Days on yellowkey MLS ID: O6385555
1 Days Off yellowkey (back on 5/8/2026)
REDUCED by $44,000 (5.7%) on 04/20/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2707 Built: 2021Monthly Fee: $197 Tax: $8,263 (2024)Community: Retreat At Lake BrantleySpa: NoSingle Family
Taxes:$8,263
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Picture this… You’re driving through the gates, and it just feels different. Neighbors wave as they pass. Kids are riding bikes, laughter carrying through the air. There’s a group playing a homerun derby game down the street, and it’s the kind of place where people actually know each other - where weekends turn into impromptu get-togethers and evenings slow down just enough to enjoy them. Welcome to the kind of neighborhood people hope to land in - and rarely leave. Now imagine pulling into your own driveway. This 4-bedroom, 4-bath retreat in the highly sought-after Retreat at Lake Brantley isn’t just a home - it’s your place within it all. You walk inside and immediately feel the space open up - natural light pouring in, high ceilings, and a layout that just works. Everything flows effortlessly, whether it’s a quiet morning coffee or hosting friends on a Friday night. The kitchen is where everyone ends up - designed to be both beautiful and functional, with plenty of room to gather, cook, and connect. The primary suite becomes your reset button - a calm, private space to unwind at the end of the day. And every bathroom? Finished with the kind of detail that makes daily life feel just a little more elevated. Out back, the possibilities open up even more. Picture summer dinners outside, kids playing until the sun goes down, or finally building that dream pool you’ve been thinking about. And beyond your front door - you’ve got private access to Lake Brantley, a gated sense of security, top-rated Seminole County schools, and everything you need just minutes away. This isn’t just about the home itself. It’s about the life that comes with it. The kind people wait for. The kind people talk about. And the kind that doesn’t come available often.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Danielle Pensala (407-529-5752)
2745 NIGHT HAWK CT, LONGWOOD, FL 32779
$335,000321 Days on yellowkey MLS ID: O6324143
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 1984Monthly Fee: $310 Tax: $3,730 (2024)Community: Shadowbay Unit 2Spa: NoTownhouse
Taxes:$3,730
Remarks: Under contract-accepting backup offers. Don’t miss out on this opportunity to own a 3 bedroom, 2 bath townhouse in Shadowbay Club. This move-in ready home offers an updated eat-in kitchen, dining room, spacious living room with soaring ceilings, primary bedroom on first floor with updated bath and walk-in closet, guest bedrooms and bath on second floor, fenced in rear patio, 2-car garage, Carpet only in bedrooms, new A/C 2026!. Community features great school district and swimming pool within walking distance! Close to shopping, schools, churches, MORE!!
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Susan Aloisio, Pa (321-277-7926)
280 SPRINGSIDE RD S, LONGWOOD, FL 32779
$626,640148 Days on yellowkey MLS ID: O6372736
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2436 Built: 1987Monthly Fee: $180 Tax: $6,507 (2024)Community: The SpringsSingle Family
Taxes:$6,507
Remarks: **** Price Reduction*** Floor Plan: Excellent layout with the master bedroom downstairs and a large upstairs loft that can serve as a second master suite. Amenities: Screened private swimming pool with convenient access from three rooms (living room, master bath, guest bath). Interior Highlights: Vaulted ceilings, abundant natural light via skylights and transom windows, ceramic tile throughout, grand living room with fireplace, and a large dining room. Updates & Maintenance: Features a brand new AC (2020) and a replumbed system. The home also includes an inside laundry room, a 2-car garage with a generator hookup panel, and workbench space. Community Amenities (The Springs): Enjoy exclusive access to Seminole County's "best kept secret," which includes: 100 acres on the Little Wekiva River Sandy beach and crystal clear swimming area Clubhouse and community pool Sports courts (basketball, tennis, pickleball) Playground, nature trails, and horse stables
Listing is courtesy of: STARLINK REALTY (239-693-7263)
Listing Agent: Dr April Joh Johnson (813-545-9218)
490 WEKIVA COVE RD, LONGWOOD, FL 32779
$579,00040 Days on yellowkey MLS ID: O6401936
1 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2335 Built: 1985Monthly Fee: $125 Tax: $3,045 (2025)Community: Wekiva Cove Ph 3Spa: NoSingle Family
Taxes:$3,045
Remarks: Under contract-accepting backup offers. Welcome home to this BEAUTIFULLY UPDATED 3-bedroom, 2-bath residence with a spacious office/den, thoughtfully remodeled with a tasteful design that blends comfort and style throughout. From the moment you step inside, you’ll notice the bright, open floor plan filled with natural light, enhanced by soaring vaulted ceilings and skylights that create an airy, inviting atmosphere. The living area features a real wood-burning fireplace with a charming brick detail, adding warmth and character, while sliding glass doors in both the living room and kitchen seamlessly connect indoor and outdoor living. The living room showcases TRIFOLD SLIDERS that open fully, and the primary suite features BIFOLD SLIDERS, creating a true indoor-outdoor experience. The home showcases stunning tile flooring that looks like real wood, offering both durability and modern appeal. At the heart of the home, the COMPLETELY REMODELED KITCHEN shines with real wood cabinetry, elegant QUARTZ COUNTERTOPS, stainless steel appliances, a DOUBLE OVEN, and a classic subway tile backsplash—perfect for everyday living and entertaining. A dedicated formal dining room provides the ideal space for gatherings, and the spacious interior laundry room with custom cabinetry adds both convenience and functionality. The guest bathroom has been fully remodeled, while the primary suite offers a relaxing retreat complete with a soaking tub and separate shower. Step outside to your private backyard oasis featuring a SPARKLING SALTWATER POOL, along with a covered back patio and deck—perfect for relaxing or hosting year-round. The fully fenced yard offers privacy and plenty of space to enjoy outdoor living, beautifully complemented by spacious front and back patios. An oversized two-car garage provides ample storage and convenience. This home has been meticulously maintained with major upgrades including a 2018 roof and skylights, 2018 fence, 2019 exterior repaint, full home replumbing in 2022, 2022 updates to flooring, guest bedrooms, bathroom, and ceilings, and a 2023 kitchen and laundry remodel, along with a new AC unit, Hot water heater, and alarm system for added peace of mind. Located in a highly desirable community, residents enjoy access to a clubhouse, dock overlooking the scenic Wekiva Cove pond, playground, community pool, and TENNIS & PICKLEBALL COURTS, and more. With its prime location in top-rated school zones and close proximity to major roadways, shopping, and dining, this home truly has it all—MODERN UPGRADES, a spacious layout, and an incredible community. Don’t miss your opportunity to make it yours!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Amber Zinno Adams (407-696-7908)
106 LONESOME PINE DR, LONGWOOD, FL 32779
$655,00037 Days on yellowkey MLS ID: O6403779
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2379 Built: 1976Monthly Fee: $54 Tax: $2,761 (2025)Community: Sweetwater Oaks Sec 08Single Family
Taxes:$2,761
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 106 Lonesome Pine Drive, where everyday living feels a little more like getting away! Nestled in Longwood’s treasured Sweetwater Oaks community and set on an extra deep .69 acre lot, this home offers something rare: room to breathe. Room to entertain. Room to live the way you’ve always pictured — with nature as your backdrop and comfort woven into every corner. *NEW: Electric pool heater 2025, exterior paint 2024, All light switches and receptacles 2024, pool saltwater system 2023, outdoor fireplace 2022, pool renovation, screen enclosure & Shellock pavers 2022, 200amp Leviton smart electrical panel, LED energy efficient lights throughout house & interior paint 2021!* From the moment you arrive you’re greeted with a sense of privacy that’s hard to find in a neighborhood setting. Once inside this home opens up with warm, welcoming spaces designed for real life showcasing thoughtful updates and well-kept finishes reflecting a true pride of ownership. You’ll find casual dining and living rooms with custom wood floors made of oak, walnut and mahogany plus a spacious family room enhanced by tile floor, vaulted ceiling with beautiful wood beams and dual skylights, a floor-to-ceiling stone fireplace and sliding glass door to the patio. Upgraded kitchen is loaded with personality boasting wood panel cabinets galore with bar area, granite counter with double bevel edge, working island with breakfast bar, decorative backsplash, complete stainless steel appliance package plus a large picture window offering pool and yard views. But it’s the outdoor living that truly sets this home apart! The backyard unfolds like a private resort, offering multiple places to unwind, dine, and enjoy the Florida lifestyle year round. This space offers several covered patio spaces, tongue and groove ceiling, cool slate floor, mounted TVs, hot tub right off primary, sparkling renovated pool has pebble tech bottom, shelf with two Adirondak chairs & pretty blue tile, modern pavers, outdoor wood burning fireplace & lots of market lights! Whether you’re hosting a lively poolside afternoon, relaxing fireside at dusk, or simply taking in the peaceful view of the deep lot stretching behind you, this space invites you to slow down and stay awhile. Step out back into huge fully fenced yard plus lot goes back behind fence, offering endless possibilities! As if that isn't enough, you'll have peace of mind year round with a whole house generator! If you’ve been waiting for a home that offers privacy without isolation, style without pretense, and outdoor living that feels like a true extension of the home, this home is the one that delivers! Incredible Longwood location with easy access to 434, 436, I4 plus close to multiple Publix, schools, lots of dining, Wekiva Island, Wekiwa Springs Park, Uptown Altamonte, Orlando Health, Advent Health and so MUCH MORE!! <>
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Stacy Wayne (407-415-9484)
213 TOMOKA TRL #213, LONGWOOD, FL 32779
$229,99055 Days on yellowkey MLS ID: O6397483
REDUCED by $30,010 (11.5%) on 05/06/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1599 Built: 1974Monthly Fee: $611 Tax: $358 (2025)Community: Wekiva Villas CondoCondo
Taxes:$358
Remarks: Nestled within the guard-gated community of The Springs, a breathtaking nature preserve with exclusive resident-only access to Wekiva Springs, this fully renovated 2-bedroom plus loft, 2-bath end-unit condo offers a rare blend of privacy, natural beauty, and modern updates. Surrounded by lush greenery, the home feels like a private treehouse retreat while remaining conveniently close to everything. Inside, soaring vaulted ceilings with exposed cedar beams, a wood-burning fireplace, and walls of windows create a bright and inviting open living space. The renovated kitchen features an eat-in nook and breakfast bar that flows seamlessly into the family room, ideal for both everyday living and entertaining. The spacious primary suite includes a walk-in closet and double-vanity bath. Both bedrooms offer direct access to a serene balcony overlooking the preserve. The home features three total balconies—two off the main living area and one off the kitchen—providing peaceful treetop views from multiple vantage points. The upstairs loft offers flexible space perfect for a home office, gym, or additional living area. Recent upgrades include a brand-new roof (November 2024), new HVAC system, and new electrical panel, offering added peace of mind. The HOA provides extensive coverage, including water, sewer, trash, lawn care, exterior maintenance, roof, and pest control. Residents of The Springs enjoy resort-style amenities, including a 24/7 manned security gate, community pools, tennis and pickleball courts, walking trails, clubhouse, playground, picnic areas with grills, and optional horse stables and boat storage. Located just one mile from I-4 and minutes from shopping, dining, and daily conveniences, this home offers the perfect combination of secluded natural living and easy access to everything Central Florida has to offer.
Listing is courtesy of: SPECIALIZED PROPERTY MANAGEMENT (407-682-3355)
Listing Agent: Jacob Rodriguez (407-745-8455)
420 SUMMIT RIDGE PL #200, LONGWOOD, FL 32779
$219,000340 Days on yellowkey MLS ID: O6323577
REDUCED by $10,000 (4.4%) on 05/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1586 Built: 1996Monthly Fee: $606 Tax: $2,539 (2024)Community: Residences At Sabal Point A CondoCondo
Taxes:$2,539
Remarks: **This property qualifies for a closing cost credit up to $3,700 through the Seller’s preferred lender.**Look no further than this beautifully maintained second-floor condo located in the gated community of The Residences at Sabal Point. This spacious 3-bedroom, 2-bathroom unit offers a functional and inviting layout. Step through the front door to find a galley-style kitchen with granite countertops, stainless steel appliances, and a cozy dinette nook tucked at the back—complete with a laundry closet behind bifold doors. The kitchen also features a convenient pass-through window into the living room, creating an open, connected feel. Just off the living room, enjoy your private screened-in balcony—perfect for morning coffee or evening relaxation. Down the hallway are three generously sized bedrooms and two full bathrooms, including the primary suite at the rear of the unit with a large ensuite featuring a double sink vanity and a stand-up shower. This property offers flexibility as a primary residence or investment opportunity, with a tenant currently in place through 6/30/2026. The community provides resort-style amenities including tennis courts and a stunning pool overlooking a tranquil pond with a fountain—all within a secure, gated setting. Experience comfort, convenience, and income potential in this sought-after Longwood location. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
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