Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Living Area Square Feet: 2500 to 2999
Do Not Show Listings
Longwood - 32 properties found
105 SWEET BAY LN, LONGWOOD, FL 32779
$785,0004 Days on yellowkey MLS ID: O6401023
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,454
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: 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)
478 SABAL TRAIL CIR, LONGWOOD, FL 32779
$645,0007 Days on yellowkey MLS ID: O6403175
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2529 Built: 1984Monthly Fee: $85 Tax: $6,601 (2025)Community: Sabal Point Sabal Trail AtSpa: NoSingle Family
Taxes:$6,601
Remarks: Welcome to the desirable Sabal Point community! Located at 478 Sabal Trail Circle in Longwood, this well-maintained home sits on a nearly one-third acre lot, offering a spacious front yard and one of the larger rear yards in the neighborhood. The home features a split-bedroom floor plan and an open layout with both a large living room and separate family room, providing flexibility for everyday living or entertaining. The living room can easily be utilized as a spacious home office. The expansive covered rear porch overlooks a screened-in pool and deck, along with a large open patio area—ideal for enjoying Florida outdoor living. Interior features include solid wood cabinetry in the kitchen and bathrooms, solid surface countertops, and quality laminate flooring throughout the main living areas and bedrooms. Major updates include a full re-plumb with PEX piping, an upgraded HVAC system, a new roof installed in 2024, and a new pool heat pump added in 2022. Electric vehicle charging hookup in garage. Conveniently located near major roadways, shopping, dining, and zoned for great schools, this property offers space, functionality, and key upgrades within an established Longwood community.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
284 ISLAND SOUND CT, LONGWOOD, FL 32779
$799,9997 Days on yellowkey MLS ID: O6401810
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2692 Built: 2021Monthly Fee: $159 Tax: $6,766 (2025)Community: Retreat At Lake BrantleySingle Family
Taxes:$6,766
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Step into refined elegance and effortless sophistication in this nearly new Dockside masterpiece located within the exclusive, gated community of The Retreat at Lake Brantley. Offering 4 bedrooms, 3 bathrooms, and 3,755 total square feet, this expansive single-story estate is thoughtfully designed for the discerning buyer who values both luxury and livability. From the moment you arrive, the home makes a striking first impression with its upgraded designer front door and spacious 3-car garage—perfect for luxury vehicles and additional storage. Inside, a seamless open-concept floor plan unfolds, anchored by oversized designer tile flooring that flows throughout the main living spaces. At the heart of the home, the gourmet kitchen is a true showpiece—featuring gleaming granite countertops, custom cabinetry, premium stainless steel appliances, and an oversized island that invites both intimate gatherings and grand entertaining. Every detail has been curated to elevate both form and function. The owner’s suite is a private retreat, offering a serene escape with a spacious custom walk-in closet, spa-inspired walk-in shower with full-height tile, and dual vanities designed for everyday luxury. Secondary bedrooms are generously sized, including a private en-suite ideal for guests or multigenerational living. Expansive pocket sliding glass doors create a seamless indoor-outdoor experience, opening to a sunlit entertaining space perfect for hosting or relaxing in style. This home is enhanced with modern smart home features, delivering convenience and control at your fingertips. Beyond the home, residents enjoy exclusive access to a private community boat ramp on Lake Brantley, offering a lifestyle centered around recreation, relaxation, and waterfront living. Ideally located near top-rated Seminole County schools, including Lake Brantley High School, and with easy access to major highways, this residence perfectly balances tranquility and accessibility. This is more than a home—it’s a statement of lifestyle, comfort, and elevated living. Experience the pinnacle of luxury in The Retreat at Lake Brantley—your private lakeside sanctuary awaits.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Verdelle Lambert Rice (407-242-3757)
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$599,90083 Days on yellowkey MLS ID: O6378220
REDUCED by $20,000 (3.2%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2808 Built: 1974Monthly Fee: $54 Tax: $6,597 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$6,597
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Sweetwater Oaks!! Outstanding 4BD 3 FULL Baths! Tropical Pool. Open concept, single-story home with plenty of natural light. Large, Bright, & Beautiful Kitchen with Stainless steel appliances and an eat-in nook. New Flooring in 3 bedrooms (2026), New Roof (Dec 2025), New Pool pump (2024), New AC Compressor (2024).Pool Resurfaced (2019). Laminate & Tile flooring throughout. Superb Family Room with Fireplace. Oversized Living & Spacious Dining Room! Corner lot on over 1/2 acre. On a quiet double cul-de-sac. Large fenced backyard, move-in ready. Enjoy the Sweetwater Oaks amenities, with included access to Lake Brantley. Great Seminole County schools!! Hurry! Won't last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
1652 RUTLEDGE RD, LONGWOOD, FL 32779
$709,00010 Days on yellowkey MLS ID: V4948735
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2760 Built: 1982 Tax: $2,994 (2024)Community: Mandarin Sec 2Single Family
Taxes:$2,994
Elementary School: Woodlands Elementary
High School: Lake Mary High
Middle School: Markham Woods Middle
Remarks: Making its debut on the market in the sought-after Markham Woods area, 1652 Rutledge Road in Longwood is a charming one-owner home with much to offer. Sitting on one full acre, this spacious 5-bedroom, 3-bath pool home welcomes you with gorgeous pool views as you step through the front double doors. Sunlight fills the rooms and the family room’s stone-front wood-burning fireplace offers a cozy touch. It also overlooks the kitchen which is ideal for entertaining. The kitchen features stainless steel appliances, generous counter space, and a closet pantry. Large sliders in both the family room and living room lead to the fully fenced yard, a screen-enclosed porch, and a paver-lined pool area. Other perks include an indoor laundry room with washer and dryer, a storage shed, and a freshly paved driveway with ample parking. Roof replaced in April 2026. AC (Del-Air) replaced in 2021. No HOA. Horses welcome, and the property borders the Seminole Wekiva Bike Trail. Another bonus feature is that there is a whole house generator offering additional peace of mind during those Florida storms. Zoned for Lake Mary High School—Go Rams!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Melissa Stalzer (386-405-3457)
3 OLD POST RD, LONGWOOD, FL 32779
$869,0006 Days on yellowkey MLS ID: O6401472
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 1972Monthly Fee: $33 Tax: $305 (2024)Community: Trilby BendSingle Family
Taxes:$305
Remarks: Nestled within the highly sought-after Markham Woods corridor, this exceptional suburban estate is gracefully positioned on a quiet, tree-lined street in the serene enclave of Trilby Bend. Set on an expansive 2.6-acre home site, the property offers a private, park-like setting surrounded by mature trees and the natural beauty of Florida’s landscape where deer, fox, owls, and native wildlife are often part of the view. This two-owner residence reflects impeccable care and pride of ownership, with timeless curb appeal enhanced by lush landscaping, a circular drive, classic shutters, and a stately brick façade accented by four cedar columns. From the moment you arrive, the home exudes warmth, charm, and enduring Southern elegance. Enter through the striking decorative-glass double doors into a welcoming formal living and dining space, where rich wood flooring and a cozy brick fireplace create an inviting atmosphere for both everyday living and refined entertaining. At the heart of the home lies a beautifully appointed chef’s kitchen, thoughtfully designed to balance style and function. Outfitted with new appliances, a serving bar, and a center island, the space is highlighted by exotic Persian Treasure granite countertops, custom Cinnamon cabinetry, pendant lighting, a tiled backsplash, and a fully equipped butler’s pantry ideal for hosting with ease. The spacious owner’s retreat offers a tranquil escape, filled with natural light from shuttered windows and designed for comfort and relaxation. The beautifully remodeled bath showcases a furniture-style vanity with granite countertops, an expansive walk-in shower with artistic tilework, and generously designed walk-in closets. Throughout the home, thoughtful design elements enhance livability and flow, offering a layout that is both functional and accommodating for a variety of lifestyles. Step outside to experience true Florida living. French doors lead to an inviting lanai, while the Florida room featuring walls of glass and a warm wood-lined ceiling provides the perfect vantage point to take in sunset views over the pool and grounds. The sparkling pool is complemented by a charming gazebo and a relaxed, island-inspired cabana ideal for entertaining or unwinding in your own private retreat. The beautifully maintained grounds extend the living experience outdoors, complete with a utility shed for added storage. Ideally located, the Markham Woods corridor is renowned for its proximity to the Wekiva River, scenic bike trails, pristine golf courses, top-rated schools, and the Seminole Sports Complex offering a rare blend of natural beauty and everyday convenience. Significant updates provide peace of mind, including a roof (2018), AC (2019), siding (2019), pool enclosure (2015), whole-home generator (2024), new attic insulation (2024) and new windows (2016). This is a rare opportunity to own a private sanctuary estate where timeless design, modern updates, and natural surroundings come together in perfect harmony. Begin your next chapter here.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
342 COBLE DR, LONGWOOD, FL 32779
$535,00091 Days on yellowkey MLS ID: O6379074
REDUCED by $10,000 (1.8%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Spa: NoSingle Family
Taxes:$2,766
Remarks: One or more photo(s) has been virtually staged. Perfect for Summer! Welcome home to your private poolside oasis in the heart of Wekiva Hills! This stunning 3 bedroom, 2 full bath home delivers soaring ceilings, skylights flooding the interior in natural light, and a dramatic stone fireplace that anchors the living area with warmth and charm. The formal dining room overlooks the living room, creating the perfect backdrop for effortless entertaining. The beautifully updated kitchen blends style and function with modern finishes, a spacious walk-in pantry, and a bright, cheerful breakfast nook. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, versatile sitting area, lovely walk in closet, and an updated ensuite bath. Just outside the french doors is the SCREENED patio and the sparkling private pool surrounded by beautiful landscaping for all gardeners to appreciate. A generous side yard and private rear gate leads directly to a serene walking trail—ideal for morning strolls, evening unwinding, or simply enjoying nature right from your backyard. Roof 2016. AC 2020. Electrical 2024. Pool equipment 2023. Flooring 2023. Kitchen remodeled 2016. Fence 2023. Nature is nearby... conveniently located near Wekiwa State Park's natural springs, hiking trails and the popular Wekiva Island, ideal for picnics, kayaking, paddelboarding, swimming and canoeing. Thoughtfully updated, open layout, generous square footage, and a peaceful setting all designed to grow with your family AND in an ideally located well-established community with sought-after schools = A place to call HOME! Must See. Schedule your showing!
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
107 COUNTRYSIDE DR, LONGWOOD, FL 32779
$785,00015 Days on yellowkey MLS ID: O6400805
0 Days Off yellowkey (back on 4/28/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2838 Built: 1972Monthly Fee: $54 Tax: $4,872 (2024)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$4,872
Remarks: Beautifully updated 5 bedroom, 4 bathroom pool home in the desirable Sweetwater Oaks community. This spacious home offers over 2,800 square feet, including two primary suites. Enjoy a resort-style backyard with a stunning pool, variable speed waterfall and outdoor cooking and entertaining space. Community features include private lake access with a beach, river access, kayak launch, beach volleyball, playgrounds, and the ability to take a golf cart or bike ride to the lake and amenities. Parks and top-rated schools are within walking or biking distance. Conveniently located near shopping, dining, and major roadways. Don’t miss this opportunity to own in one of Longwood’s premier communities!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Doriane Mclaughlin (407-687-5644)
136 GLENDALE DR, LONGWOOD, FL 32750
$350,00024 Days on yellowkey MLS ID: O6398306
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 1973Monthly Fee: $6 Tax: $1,633 (2024)Community: Winsor ManorSingle Family
Taxes:$1,633
Remarks: Under contract-accepting backup offers. Opportunity knocks with this investor’s dream “Diamond in the Rough”—priced to reflect its incredible potential and ready for your vision. With a current Zestimate of $521,700 (as of 4/8/26), this 4-bedroom, 3-bath home offers the kind of upside savvy buyers are always searching for. Situated on a desirable corner lot, the property features a 2-car garage, cozy fireplace, inside utility room, and a spacious enclosed rear patio—providing a solid foundation for renovation or rental income potential. Recent improvements like a new driveway and sidewalk add immediate curb appeal, while the generous layout opens the door to countless value-add possibilities. Location is a standout here—just minutes to I-4, SR 434 shopping and dining, and the popular Seminole-Wekiva Trail, making this an attractive option for future occupants or tenants alike. This property is being sold AS-IS, with no utilities or inspection contingencies provided by the seller. Buyers are strongly encouraged to submit proof of funds, and use of the attached escalation addendum is highly recommended in this competitive offering. Don’t miss your chance to transform this hidden gem into something truly special.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
1833 CROWLEY CIR, LONGWOOD, FL 32779
$580,000110 Days on yellowkey MLS ID: O6369834
REDUCED by $5,000 (0.9%) on 04/28/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2742 Built: 1985 Tax: $5,474 (2024)Community: Mandarin Sec 5Single Family
Taxes:$5,474
Remarks: One or more photo(s) has been virtually staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years ago, new breaker boxes 4 years, a new pool pump 4 years, and an AC compressor replaced approximately 5 years ago. Stunning fireplace featured in living room to keep the whole family cozy. Enjoy the amazing kitchen in the heart of the home with serving window, breakfast bar area, and extra pull out pantry space! Ideally situated just one mile from the Seminole Wekiva Trail, this home is perfect for outdoor enthusiasts who love biking, walking, and nature, while still being close to everyday conveniences. Near major roadways including I4 making commute to theme parks, downtown, Orlando or Sandford International airports, beaches, and so much more! Whether you’re relaxing poolside, hosting friends, or enjoying nearby trails, 1833 Crowley Circle delivers the perfect blend of lifestyle, location, and long-term value. Don’t miss this opportunity to own a move-in-ready pool home! Easy to show so come see today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000172 Days on yellowkey MLS ID: O6360634
0 Days Off yellowkey (back on 11/17/2025)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2682 Built: 1974Monthly Fee: $25 Tax: $7,731 (2024)Community: Sleepy Hollow 1St AddSingle Family
Taxes:$7,731
Elementary School: Altamonte Elementary
Remarks: Under contract-accepting backup offers. Short Sale. Must See 4 bed, 2 bath home in the established community of Sleepy Hollow. This spacious residence sits quietly at the end of a cul de sac where mature trees and wide lawns create a sense of privacy. Inside, the layout unfolds with generous gathering spaces including a family room large enough for game nights and holiday celebrations, a living room anchored by a wood burning fireplace, and a kitchen that keeps everyone connected with its easy flow to the dining area. Skylights draw in natural light and the split bedroom design offers comfort with a private primary suite featuring dual walk in closets and its own full bathroom. Step outside to a deep backyard designed for relaxed Florida living. A screened and covered rear-porch overlooks the lush lawn, creating a great place for morning coffee, weekend barbecues, or quiet afternoons at home. The large homesite offers room to play and the community adds even more with nearby parks, sports courts, and walking paths. With 2,682 square feet of living space, an attached two-car garage and a prime Longwood location near top rated Seminole County schools this home offers a chance to create the lifestyle you envision. This is a short sale and an excellent opportunity for buyers or investors who appreciate space character and potential.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Cristina Porretto (941-266-2068)
210 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$715,0009 Days on yellowkey MLS ID: O6402314
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)
153 DUNCAN TRL, LONGWOOD, FL 32779
$515,00054 Days on yellowkey MLS ID: O6388268
0 Days Off yellowkey (back on 4/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $22 Tax: $4,477 (2024)Community: Wekiva Hills Sec 07Single Family
Taxes:$4,477
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT. Don't skip this one because of the flood zone. No history of flooding + low insurance premium available. This is your opportunity to own one of Longwood's most distinctive homes at an unbeatable price per square foot. Welcome to 153 Duncan Trail, a private retreat on a generous 1/4-acre conservation lot with no rear neighbors. The three-level split layout creates natural separation of space rarely found at this price point. The main living area is centered around a fireplace and opens directly to the backyard deck. The remodeled kitchen (2017) flows alongside an elevated dining area that overlooks the living spaces below, adding architectural character throughout. The oversized primary suite occupies the upper level, a true private retreat with room for a sitting area or workspace, plus a sliding door opening to an elevated outdoor view above the covered porch. Two additional bedrooms are on the lower level. A spacious dinette, dedicated laundry room with washer/dryer, and epoxy-floored 2-car garage with built-in workbench complete the picture. Outside, an enclosed back porch leads to an open deck surrounded by conservation, ideal for morning coffee, evening relaxation, or gathering around the dedicated fire-pit area. MAJOR UPDATES: New architectural roof + gutters (2024) | Full PEX repipe (2024) | Carrier A/C (2022) | Water heater (2020) | Remodeled kitchen & bathrooms (2017) | Fresh interior paint (2025) | All systems serviced (Summer 2025). Space. Privacy. Peace of mind. Schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Liliana Lamadrid Sierra (321-527-4357)
2351 WESTWOOD DR, LONGWOOD, FL 32779
$840,00010 Days on yellowkey MLS ID: S5148634
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2983 Built: 1973 Tax: $11,202 (2025)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$11,202
Remarks: Discover the charm of this uniquely designed home in the sought-after Lake Brantley Isles community! Blending the best of two-story and split-level living, this home offers a versatile layout ideal for modern lifestyles. Upon entering, step up into a spacious formal dining area highlighted by a cozy brick wood-burning fireplace. The open-concept kitchen features a breakfast nook, center island, and flows seamlessly into the family room, where large windows frame picturesque views of the canal. To the right of the family room, step down into an L-shaped bonus room, complete with sliding glass doors leading to a screened patio with dual ceiling fans—perfect for indoor-outdoor entertaining. A full bathroom and an oversized fourth bedroom with a private entrance are conveniently located off the bonus room, offering additional flexibility. Upstairs, the second level boasts two bedrooms and a guest bathroom to the right, with the primary suite to the left. The primary retreat includes a luxurious, fully renovated ensuite with a stand-alone tub, a spacious two-person shower with dual controls and a bench, dual sinks, and abundant storage. Recessed LED lighting with a secondary night light feature enhances the upstairs hallway and bedrooms. The property sits on nearly an acre of land with two private docks and canal access to Lake Brantley, making it perfect for outdoor enthusiasts. The oversized detached garage includes workbenches, electricity, and an automatic door with a deadbolt feature for added convenience and security. The home has a new roof (April 2026) and has been freshly painted on the exterior (April 2026). Located near several major roadways, shopping, dining, and entertainment options, this home offers both privacy and accessibility. With its exceptional features and prime location, this home is a must-see! Located in the vibrant community of Longwood, Florida, this home offers access to a rich array of amenities and attractions within a 50-mile radius. Enjoy retail therapy at the nearby Altamonte Mall, featuring popular brands and entertainment options. For outdoor enthusiasts, Lake Brantley provides opportunities for water activities and scenic picnics. The locale boasts a diverse dining scene with destinations like Tibby's New Orleans Kitchen and The Melting Pot. Quick access to major highways, including Interstate 4, SR-434, and SR-436, ensures seamless commutes to major employers such as AdventHealth and the University of Central Florida. For family fun, visit the Central Florida Zoo or take a short drive to explore the attractions in Orlando, including Walt Disney World Resort and Universal Studios. This area offers a balanced lifestyle, combining convenience, leisure, and a sense of community.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Kevin Johnson (321-351-2121)
432 WILDERNESS DR, LONGWOOD, FL 32779
$699,90041 Days on yellowkey MLS ID: O6393288
REDUCED by $35,100 (4.8%) on 04/13/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 1981Monthly Fee: $46 Tax: $6,626 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$6,626
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained five-bedroom, three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard gives you plenty of room to spread out, play, or entertain. And yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from **Wekiwa Springs State Park**, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
884 CUTLER RD, LONGWOOD, FL 32779
$625,00032 Days on yellowkey MLS ID: O6396152
REDUCED by $14,000 (2.2%) on 04/22/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 1973 Tax: $5,101 (2025)Community: Cutler CoveSpa: NoSingle Family
Taxes:$5,101
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 5-bedroom, 3-bathroom home nestled on a quiet street in Longwood's sought-after 32779 zip code, just steps from the top-rated Sabal Point Elementary and minutes from everything the Lake Brantley area has to offer. With 2,601 square feet of thoughtfully designed living space on a generous 0.30-acre corner lot, this home delivers the space, style, and location today's buyers are searching for, with no HOA and the freedom to make it truly your own. A large private driveway leads you home, complemented by an oversized 2-car garage with ample storage. Step inside and you're greeted by an expansive open floor plan filled with natural light from large front windows, creating a bright and inviting atmosphere throughout. At the heart of the home, the kitchen is built for both everyday living and effortless entertaining. White shaker cabinets, a large island with stunning quartz countertops and waterfall edges, and stainless steel appliances. The open floor plan flows seamlessly into the living and dining areas — a layout that brings people together naturally. Peace of mind comes built in with major updates already done for you — a new roof in 2021, new AC in 2021, water heater in 2022, upgraded double-pane windows, and new LVP flooring throughout installed in 2021. The large primary suite offers a comfortable retreat complete with a double vanity and walk-in shower, while the additional bedrooms and bathrooms provide all the flexibility a modern family needs. Outside, a large covered and screened patio overlooks a fully fenced backyard with beautiful pavers — perfect for morning coffee, weekend entertaining, or simply unwinding. A 7-zone irrigation system keeps everything green with ease, and with plenty of room to add the pool of your dreams, the backyard is a blank canvas ready for your vision. Located in one of Seminole County's most desirable family-friendly communities with easy access to parks, nature, shopping, dining, and major commuter routes — this move-in-ready home is an exceptional opportunity. Corner lot. No HOA. Top-rated schools. Come see it before it’s gone.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Tyler Deans (407-319-2493)
129 LAUREL OAK DR, LONGWOOD, FL 32779
$899,50012 Days on yellowkey MLS ID: O6401346
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2564 Built: 1978Monthly Fee: $54 Tax: $7,254 (2024)Community: Sweetwater Oaks Sec 11Spa: YesSingle Family
Taxes:$7,254
Remarks: WATERFRONT. PRIVATE DOCK. SUNSET VIEWS THAT STOP YOU IN YOUR TRACKS. Tucked along a quiet street in sought-after Sweetwater Oaks, this light-filled, single-story retreat delivers a vacation lifestyle every day. Step outside to a sprawling, terraced lanai designed for real Florida living, complete with a generous pool, spa, and panoramic water views that feel like they are straight out of a magazine. Cast a line, launch a kayak, or unwind as nature unfolds right in your own backyard. Inside, the home has been thoughtfully restored with a clean, functional layout that lives easy. The fully remodeled kitchen is built for gathering, featuring quartz countertops with seating, stainless steel appliances, a wine cooler, and a dedicated coffee bar. Sliding windows open directly to the patio, making indoor-outdoor entertaining seamless. The character-filled den sets the tone with soaring cathedral ceilings, original cedar beams and walls, and a striking stone wood-burning fireplace. A tucked-away library or music nook adds a quiet space to recharge. Located in a well-established community known for tree-lined streets, low HOA, and access to Lake Brantley’s private boat ramp, with highly rated schools nearby. Homes with this setting, privacy, and lifestyle rarely come available. Schedule your private showing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: David Plasencia, Llc (407-579-9369)
1837 WINGFIELD DR, LONGWOOD, FL 32779
$950,00018 Days on yellowkey MLS ID: O6398952
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2981 Built: 1982Monthly Fee: $104 Tax: $9,687 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$9,687
Remarks: Welcome to 1837 Wingfield Drive, a rare opportunity to own a private ranch-style retreat in the highly sought-after Markham Woods corridor. Perfectly situated on a sprawling 1.5-acre homesite, this property offers an exceptional blend of space, privacy, and natural beauty. The oversized backyard showcases wooded & pond water views, while the neighboring community tennis courts provide an added buffer—creating a uniquely secluded setting where you can relax and enjoy the peaceful sights and sounds of local wildlife. Inside, the home has been thoughtfully updated with modern touches and major system upgrades, including new windows throughout, a high-efficiency 18 SEER HVAC system, and a new water heater—offering both style and peace of mind. The expansive, open-concept family room flows effortlessly into an extended dining area, creating an ideal layout for entertaining and everyday living. A stunning sunroom and solarium feature bring the outdoors in, offering panoramic views of the pool area and tranquil pond beyond. The split floor plan provides both comfort and functionality. The primary suite is generously sized and privately positioned, while two additional bedrooms share a convenient Jack-and-Jill bathroom. On the opposite side of the home, a junior suite with its own full bath offers the perfect setup for guests, multigenerational living, or older children seeking additional privacy. Wood flooring runs throughout the main living spaces, enhancing the home’s warm and inviting feel. Located just minutes from top-rated schools, premier shopping, dining, and only a few blocks from the Seminole Trail, this home delivers the perfect combination of location, lifestyle, and livability. This is a rare chance to enjoy estate-style living in one of Central Florida’s most desirable areas—schedule your private showing today.
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1415 CROCUS CT, LONGWOOD, FL 32750
$705,00061 Days on yellowkey MLS ID: O6386369
3 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2645 Built: 1994Monthly Fee: $64 Tax: $6,921 (2024)Community: Bolling FarmsSingle Family
Taxes:$6,921
Remarks: PRICE IMPROVEMENT - SELLER MOTIVATED. Welcome to Your Dream Home – 1415 Crocus Court. Experience the perfect blend of elegance, thoughtful upgrades, and resort-style living in this stunning 4-bedroom, 3-bath residence with added bonus office space. From the moment you arrive, the exceptional curb appeal sets the tone — highlighted by lush landscaping and a striking new front door (2023) that makes a lasting first impression. Step inside to discover soaring ceilings, abundant natural light, and a warm, inviting living room with views of your pool that awaits. The seamless flow into the dining area creates an ideal setting for both intimate family dinners and lively gatherings. While in the great room enjoy a cozy fireplace on those cooler evenings or if you just want some ambience while relaxing with friends and family. The chef’s kitchen is truly the heart of the home, featuring quartz countertops, custom cabinetry, large walk-in pantry, a new refrigerator (2023), new microwave (2024), and under-cabinet lighting with adjustable tones (2024) — perfectly balancing beauty and functionality. The luxurious primary suite offers a serene retreat with custom-built closets (2022) and a beautifully updated en-suite bath with modern fixtures and a standalone soaker tub. The additional bedrooms are generously sized, filled with natural light, and provide peaceful views for family or guests. The fourth bedroom is conveniently separated by its own private hallway with a full bath, making it the perfect space for visitors or multi-generational living. The home also features an abundance of extra storage spaces throughout. Step outside to your private backyard oasis. The screened-in pool area is designed for year-round enjoyment, complete with solar pool heating (2022), a multi-color LED pool light (2022), a new pool pump (2025), and a new vanity in the pool bath (2026). Whether relaxing or entertaining, this space delivers true resort-style living. The freshly upgraded garage adds even more value with a resurfaced floor (2023), new garage door opener and lighting, fresh paint, and a replaced attic door (2023) newly installed hot water heater (2026). This home has also been wired (2025) to accommodate a portable generator. Meticulously maintained and ideally located near premier shopping, dining, entertainment, excellent schools and major highways, this move-in-ready home offers both luxury and convenience. Don’t miss your opportunity to own this exceptional property — schedule your private tour today.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Susan Pinnock (407-435-9125)
351 W HORNBEAM DR, LONGWOOD, FL 32779
$750,00014 Days on yellowkey MLS ID: O6400662
0 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2778 Built: 2026Monthly Fee: $49 Tax: $2,578 (2024)Community: Sabal Point AmdSingle Family
Taxes:$2,578
Remarks: Under contract-accepting backup offers. Under Construction. Welcome to one of the most exciting new builds to hit Longwood's coveted Sabal Woods subdivision in years. This stunning 4-bedroom, 3-bathroom home with a spacious office/flex room is a rare opportunity — block construction offering superior durability, energy efficiency, and long-term peace of mind backed by a comprehensive 2/10 Builder's Warranty. From the moment you arrive, the curb appeal speaks for itself. A canopy of mature oaks lines the road leading to the home, where brick exterior accents and cedar shake detailing set an impressive first impression on a generous .32-acre lot. Step inside and discover a thoughtful floor plan designed with purpose and flow in mind — ideal for growing families or those who work from home. The large dedicated office/flex room provides the versatility today's buyers demand. Soaring coffered ceilings in the master suite add a touch of elegance, while the oversized walk-in shower and enormous walk-in closet make every day feel like a retreat. At the heart of the home, the kitchen is thoughtfully designed with crisp white shaker-style cabinets, stunning quartz countertops, designer gold hardware, and a sleek timeless backsplash — a combination that anchors the home with both style and sophistication. Brand-new energy-efficient double-pane windows keep utility costs down while flooding every room with natural light. Stainless steel appliances complete this kitchen built to impress. LVP flooring flows throughout the main living areas, with plush carpet in the bedrooms for added comfort underfoot. The oversized 2-car garage offers ample storage and parking, and the expansive backyard is a blank canvas with serious upside. The previous pool has been fully removed, meaning there are zero obstacles for future pool construction or backyard customization — just bring your vision!
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