Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Beds: 4 to 4
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Longwood - 97 properties found
1000 CROOKED OAK COURT, LONGWOOD, FL 32779
$599,90082 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
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)
3 OLD POST RD, LONGWOOD, FL 32779
$869,0005 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)
888 LONGDALE AVE, LONGWOOD, FL 32750
$270,000155 Days on yellowkey MLS ID: O6361212
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1667 Built: 1970 Tax: $8,995 (2024)Community: Lake Wayman Heights Lake AddSingle Family
Taxes:$8,995
Remarks: Under contract-accepting backup offers. Short Sale. Back on market..buyer backed out prior to final approval. Wont take long for reapproval. This charmer 4-bedroom, 2-bath home is a fantastic find! The one-car garage has been thoughtfully converted into a fourth bedroom, giving you extra room for guests, family, or a home office. Enjoy a large backyard plus a detached structure with plumbing already installed—ideal for a guest suite, studio, office, or more. Major updates are already done: roof (2021), AC compressor (2021), AC fan motor (Dec 2021), updated electrical panel, and full replumbing. Move-in ready but some repairs needed. Buyer and buyer agent to verify all data/measurements.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Tonya Giddens (321-277-3291)
2471 JENNIFER HOPE BLVD, LONGWOOD, FL 32779
$2,250,00074 Days on yellowkey MLS ID: O6379950
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3788 Built: 1984Monthly Fee: $58 Tax: $14,473 (2024)Community: Jennifer EstatesSpa: YesSingle Family
Taxes:$14,473
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: This luxury lakefront estate on Lake Brantley delivers the ultimate Central Florida waterfront lifestyle. Originally built in the 1980s and completely reimagined, the home features a new roof (2020), fully repiped plumbing, natural gas, a new gas water heater, and dual HVAC systems (2018). Interior upgrades include a brand-new chef’s kitchen with 42” cabinetry, Cambria quartz countertops, double wall ovens, cooktop with pot filler, under-counter microwave, wine refrigerator, and premium appliances. An oversized island and dining area that was meant for entertaining. All bathrooms have been remodeled down to the studs. High-impact PGT windows and sliders, high-end wood flooring in the bedrooms, large-format tile everywhere else. The tongue-and-groove porch ceilings, both upstairs and down, elevate the modern coastal design. The downstairs game room includes a wetbar, pool table, and views of the lake. The additional downstairs bedroom is oversized and provides flexible living space. Outdoor living is unmatched: refinished pool (2021), new pool equipment, custom-built wood-fired pizza oven, built-in grill station, whole-home audio (inside and out), multi-camera security, 24’ x 40’ putting green, and 30’ x 40’ basketball court, fire pit with sitting area, and sandy beaches. The rebuilt dock, boathouse, and 7,500-lb boat lift provide turnkey access to this 287-acre private, spring-fed lake - ideal for wake surfing, boating, paddle boarding, and fishing. This is a rare opportunity to own a turnkey direct frontage home on one of Longwood’s most sought-after lakes. Resort-style living. Fully upgraded. Move-in ready. Make your appointment to take a look today.
Listing Agent: Danielle Pensala (407-529-5752)
803 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$1,575,000133 Days on yellowkey MLS ID: O6369072
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5344 Built: 1979Monthly Fee: $367 Tax: $13,791 (2024)Community: Sweetwater Club Unit 1-ASingle Family
Taxes:$13,791
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: One or more photo(s) has been virtually staged. In the heart of the coveted, gated Sweetwater Club an executive enclave long associated with legacy ownership and understated wealth rests this architecturally distinguished estate on a quiet, tree-lined street. Set on an extraordinary 1.45-acre homesite, the property unfolds like a private park, with mature canopy trees and a natural setting that feels both secluded and timeless. This custom-built residence offers a generous split-bedroom floor plan with 4 bedrooms and 5.1 baths, thoughtfully designed for both grand entertaining and everyday living encompassing over 6,200 sq. ft. Lovingly maintained by its owners, the home presents a rare opportunity for the discerning buyer who values space, architectural character, and the freedom to curate interiors to suit a modern lifestyle. A dramatic arrival begins through Old-World mahogany entry doors, opening to stately columns and a floating ceiling that sets an immediate tone of elegance. The formal living room is anchored by a wood-burning fireplace, a beverage bar, and four graceful arched doors that flood the space with natural light. Adjacent, the formal dining room is framed by marble flooring, wood-trimmed doorways and columns and a soft, neutral palette, offering a refined setting for memorable gatherings. The kitchen is richly appointed with natural wood-toned cabinetry, expansive preparation space, a center island, and stone countertops providing both functionality and a strong foundation for future enhancement. Overlooking the kitchen, the family room makes a striking impression with soaring ceilings, paneled walls, and an intimate stone-etched wood-burning fireplace that serves as a focal point of warmth and character. The primary suite is a true retreat, featuring vaulted ceilings, decorative stained-glass accent windows above the bed, laminate flooring, an oversized custom-fitted closet, a sunken soaking tub, and even a dedicated fitness area—an indulgent sanctuary within the home. Each of the four additional bedrooms is generously sized and privately appointed, offering en-suite baths and walk-in closets, ideal for family or guests. Outdoors, the property transforms into a private Florida oasis. The pool and lanai are surrounded by lush greenery, offering serene views beneath a canopy of mature trees and exceptional privacy. Adjacent to the pool is a secondary dwelling, 200 Sq Ft, complete with a living area, kitchenette, and bath perfect for guests, multigenerational living, or a private retreat. Recent improvements provide peace of mind while preserving the home’s character, including a new tile roof 2025, newer plumbing fixtures, tamper-proof outlets, updated switches, new bedroom flooring, and a refreshed interior palette. Completing the outdoor experience is a private pickleball court, an unexpected and coveted amenity rarely found in estates of this caliber. Residents of Sweetwater Club enjoy exclusive access to 285-acre, spring-fed Lake Brantley, nestled within the Wekiva watershed, along with an impressive array of amenities: 10 tennis courts, basketball courts, playgrounds, a fishing dock, boat ramp, and a sandy beach overlooking unspoiled waters and endless skies. This is not simply a home it is a canvas of enduring architecture, land, and location, awaiting thoughtful personalization.
300 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$565,00054 Days on yellowkey MLS ID: O6389594
REDUCED by $10,000 (1.7%) on 04/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2074 Built: 1976Monthly Fee: $54 Tax: $2,650 (2024)Community: Sweetwater Oaks Sec 05Single Family
Taxes:$2,650
Remarks: Fully RENOVATED 4 bdm/3 bath home !!! New Roof, New AC, New Kitchen, New Bathrooms, New Floors, New Electrical Panel, New Paint (interior and exterior, New Water Heater. Located in one of Longwood’s most established and highly sought-after communities, Sweetwater Oaks, this beautifully updated home offers the perfect blend of modern upgrades, spacious living, and an incredible lifestyle. ***HUGE LOT 1.25 acres*** ... ***NO INCOME VERIFICATION*** with preferred lender. Inside, you’ll immediately notice the fresh, modern feel created by Soft-Close cabinetry, elegant Quartz countertops, and luxury vinyl plank flooring throughout the main living areas. The open, clean design provides both style and functionality, making the home ideal for everyday living and entertaining. The bathrooms have been tastefully redesigned with New vanities and beautifully tiled shower surrounds, delivering a contemporary look while maintaining comfort and practicality. Sweetwater Oaks is widely known for its beautiful tree-lined streets, oversized homesites, and welcoming community atmosphere. Residents enjoy exclusive neighborhood amenities including private access to Lake Brantley, a sandy beach area, parks, scenic walking paths, six tennis courts, eight pickleball courts, sand volleyball, playgrounds, and a clubhouse that hosts year-round community events. Outdoor enthusiasts will appreciate being just minutes from Wekiva Island, Wekiwa Springs State Park, and nearby championship golf courses, offering endless opportunities for recreation and relaxation. Convenience is another major advantage of this location. The home is close to shopping, dining, grocery stores, and local cafés along the Longwood and Wekiva Springs corridors, while major roadways including I-4, SR-434, and SR-436 provide easy access to downtown Orlando, Maitland’s business district, and Seminole County’s expanding tech and healthcare employment centers. With Top-rated schools, natural beauty, and continued growth throughout the Longwood area, Sweetwater Oaks remains one of Seminole County’s most desirable places to call home. If you’re looking for a home that offers modern updates, exceptional community amenities, and a prime location, this Sweetwater Oaks property delivers the lifestyle and long-term value buyers are searching for. SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jorge Trejo (407-319-1612)
140 RANGELINE WOODS CV, LONGWOOD, FL 32750
$575,00035 Days on yellowkey MLS ID: V4948172
2 Days Off yellowkey (back on 4/29/2026)
REDUCED by $19,900 (3.3%) on 04/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2351 Built: 2002Monthly Fee: $50 Tax: $2,567 (2025)Community: Rangeline WoodsSingle Family
Taxes:$2,567
Elementary School: Woodlands Elementary
High School: Lyman High
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. HUGE PRICE IMPROVEMENT, don't miss out on this POOL HOME. Nestled in a cul-de-sac on 1/3-acre home site with fenced yard, this one story, 4 bedrooom, split plan has a screened pool and was recently updated. Easy care hard surface flooring throughout makes maintenance a breeze with our warm weather and Florida living. Convenient to I-4, shopping and restaurants and zoned for top schools in the area. Entertaining on the spacious covered lanai and large patio and pool will be ideal for BBQ’s and splashing into spring and summer! **Roof was replaced in 2022, Hot water heater- 2026, PVC fencing -2026, Dishwasher- 2026 and AC- 2015.** You’ll appreciate the architectural details on the exterior with high ceilings and archways highlighted by fresh paint inside and outside of the home. Entering the home the view of your backyard oasis with pool is visible and the spaciousness with the high ceilings gives a grand appearance to the formal living space. As you make your way back to the gathering areas the large windows and sliders continue with the view of the upgraded kitchen open to casual dining and great room. Warm, wood cabinets with granite counters and stainless appliances will make cooking and entertaining a breeze. The island is great for meal preps and serving with additional cabinets. Double door pantry ensures you’ll have plenty of room for your groceries. An archway connects to the formal dining area for easy serving. As you make your way back through the formal living area, the 4th bedroom/office is off foyer with new luxury vinyl plank and walk-in closet with organizer with shelving. The primary suite has a foyer entrance and plenty of wall space for furniture. Two walk-in closets with organizers give ample room for wardrobe and shoes. The spacious en-suite bathroom has a large vanity with make-up area and dual sinks. The garden soaking tub will relax you after a day at the office and a separate glass, enclosed shower and private lavatory. The split bedroom plan takes you to the other side of the home where the two guest bedrooms with double door closets and hall bath are off a separate hallway. The 2nd bathroom has new glass enclosure on shower and a door to the pool. Laundry room features a new sink and built-in folding table with storage cabinets. Huge privacy fenced backyard is perfect for pets, playsets and gardening. A separate paver patio provides a place for grills or firepit. Plenty of parking with long driveway and spacious two car garage. Such a convenient location just 1 mile to Publix, shopping and restaurants, 2 miles to I-4, 15 miles to downtown Orlando and 35 miles to Disney. Downtown Longwood features a farmer’s market, festivals and events for all ages. This home may be under audio-video surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Donna Pastore (407-920-4667)
76 SWEETBRIAR BR, LONGWOOD, FL 32750
$580,00061 Days on yellowkey MLS ID: O6387478
REDUCED by $5,000 (0.9%) on 04/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1973 Tax: $6,141 (2024)Community: Woodlands Sec 3Single Family
Taxes:$6,141
Remarks: SOLAR PAID OFF AT CLOSING WITH FULL PRICE OFFER!! Say goodbye to electricity bills!!!Welcome to your Florida sanctuary, where lakefront living reaches its finest expression. Nestled within the coveted Woodlands community, this exceptional residence invites you to embrace the quintessentially Floridian lifestyle—just bring your kayak or canoe and step into a world of tranquil waterside serenity. Boasting four generously proportioned bedrooms and three full bathrooms, this thoughtfully designed open-concept home radiates pride of ownership and meticulous care. Recent updates include a roof less than seven years old, a beautifully appointed kitchen, was reimagined in 2021 with custom cabinetry, gleaming quartz countertops, a new dishwasher, and a gas range crafted to inspire the inner chef. Step outside to your private oasis: a welcoming inground pool featuring a newly installed liner in 2021, all enveloped by a screened porch where you can linger as the evening light dances across the expansive backyard and tranquil lake. If saving money is more of your style, trade in most of your electricity bill for the newly installed solar panels. There is even a generator for stormy weather! Only a brisk walk to Rock Lake Elementary makes school transportation a breeze. Whether hosting lively gatherings or savoring quiet moments, the seamless flow between indoor and outdoor spaces creates an unparalleled setting for both relaxation and entertainment. This is more than a home—it is your invitation to claim a piece of paradise and experience the highly sought-after Florida lifestyle in all its splendor. Come, preview the life that awaits you.
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
306 HICKORY DR, LONGWOOD, FL 32779
$549,0009 Days on yellowkey MLS ID: O6402271
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2197 Built: 1974Monthly Fee: $54 Tax: $6,074 (2025)Community: Sweetwater Oaks Sec 06Spa: NoSingle Family
Taxes:$6,074
Remarks: Under contract-accepting backup offers. Welcome to 306 Hickory Dr. in Longwood, Florida, nestled within the charming Sweetwater Oaks community. This inviting home is situated on an oversized corner lot, surrounded by mature landscaping and beautiful trees. Offering four bedrooms and two bathrooms, this well-maintained pool home exudes warmth and charm. As you enter, you are greeted by stunning views of the backyard pool area, creating a serene atmosphere. The master bedroom features two closets, along with a sunken tub and shower for added luxury. Throughout the living areas and bedrooms, you'll find stylish vinyl plank flooring. The family room is enhanced by a cozy wood-burning fireplace, and the indoor laundry room conveniently includes a washer and dryer. The kitchen seamlessly opens to the family room and boasts a refrigerator that is less than a year old. The roof was recently installed in 2024, ensuring durability for years to come. Residents of Sweetwater Oaks enjoy exclusive access to Lake Bradley, a large ski lake complete with a private boat dock, beach, and playground. The community also offers numerous tennis and pickleball courts, along with several parks and playgrounds. Additionally, this property is conveniently located near restaurants and the scenic Wekiva Springs State Park, alongside the picturesque Wekiva River. Situated on .41 acres, this home is sure to impress from the moment you step inside.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Bianca Botelho, Pa (407-709-4975)
1469 GRACE LAKE CIR, LONGWOOD, FL 32750
$560,000189 Days on yellowkey MLS ID: O6355680
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 1982Monthly Fee: $40 Tax: $5,031 (2025)Community: North CoveSingle Family
Taxes:$5,031
High School: Lake Mary High
Remarks: An ideal blank canvas for those seeking top-rated schools and a fantastic neighborhood! This 4-bedroom, 2.5 bath home features a screened-in pool, a cozy family room with beamed ceilings, and tile flooring throughout. The expansive sunroom, complete with a kitchen service window, is perfect for relaxing or entertaining. The large primary suite includes a spacious closet and an en suite bathroom. With a 2-car garage,this home sits on a desirable corner lot with mature tree coverage, a lovely manicured lawn in the highly sought after North Cove community.
Listing is courtesy of: MOREHOUSE REALTY INC (407-331-4444)
Listing Agent: Alvin Moore (407-331-4444)
480 RAYMOND AVE, LONGWOOD, FL 32750
$550,0007 Days on yellowkey MLS ID: O6402148
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2305 Built: 1968 Tax: $5,648 (2024)Community: Sanlando SpgsSpa: NoSingle Family
Taxes:$5,648
Elementary School: Altamonte Elementary
Middle School: Milwee Middle
Remarks: Set on a spacious 1/3-acre corner lot, this beautifully maintained Longwood home offers serene park views along with an ideal balance of space and functionality. Featuring 4 bedrooms, 3 full baths, and over 2,300 square feet of living space, plus a private pool, the home blends comfort with thoughtful design. A charming brick exterior and covered entry welcome you into a bright foyer that flows into an open living and dining area, highlighted by a large bay window that fills the space with natural light. Rich hand-scraped engineered hickory wood flooring runs throughout much of the home, adding warmth and character. The popular split-bedroom layout provides privacy, with a spacious primary suite tucked away and featuring a walk-in closet and a fully renovated en-suite bath (2020) with dual sinks, updated lighting and mirrors, a new toilet, and modern tile finishes. The kitchen has been tastefully updated with KraftMaid white cabinetry, soft-close drawers, quartz countertops, a glass subway tile backsplash, and stainless steel appliances. A breakfast bar opens to the inviting family room, where a wood-burning brick fireplace creates a cozy centerpiece. Sliding glass doors lead to a screened and covered porch (2019) with a vaulted ceiling, overlooking the pool, paver patio, and expansive backyard—perfect for entertaining or relaxing. On the opposite side of the home, you’ll find three additional bedrooms and two updated bathrooms, including a convenient pool bath. A large indoor laundry room with a utility sink and built-in storage adds everyday convenience. Additional highlights include an oversized side-entry two-car garage and generous storage throughout. Major updates include a new roof and garage door (2018) and HVAC system (2015). Ideally located near the revitalized Rolling Hills area—now a 99-acre Seminole County park with scenic trails and bike paths—and just minutes from shopping, dining, and I-4. With no HOA restrictions, there’s plenty of room to park your boat or RV. This home offers exceptional space, flexibility, and a setting that’s perfect for both everyday living and entertaining.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Kim Lam, Llc (407-716-3858)
136 GLENDALE DR, LONGWOOD, FL 32750
$350,00023 Days on yellowkey MLS ID: O6398306
0 Days Off yellowkey (back on 4/28/2026)
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)
1446 VIVALDI PL, LONGWOOD, FL 32779
$825,000108 Days on yellowkey MLS ID: A4678437
REDUCED by $24,900 (2.9%) on 04/28/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3310 Built: 2011Monthly Fee: $122 Tax: $7,442 (2025)Community: Bella VistaSpa: NoSingle Family
Taxes:$7,442
Remarks: *** MOTIVATED SELLER *** Gated Bella Vista elegant move in perfect 4bdr, 3ba, Pool Home + 3 car gar + Bonus Room. Gourmet Chef’s Kitchen and 3 Bathrooms completely remodeled in 2025 including soft close cabinets & drawers, quartz counter-tops throughout with large waterfall island with pendant lighting, and new tile backsplash. All new tile floor installed in 2025 as well. In addition, home features include extensive stone front elevation, tile roof, and brick pavers on driveway, both porches, and pool deck. Designed to impress & great for entertaining w/formal living, dining, and family rooms, extensive custom millwork including crown molding, chair rail, wainscoting, & custom wood trimmed windows, front door, and master entry. Open floor plan w/10’ ceilings and lots of natural light. Chef’s delight kitchen is open to the family room for large entertaining space. 120gallon propane tank, gas stove, and plumbed and wired for full house generator. Split bedroom layout features roomy master retreat w/ luxurious bath & custom closet; split side bedrooms are larger than normal w/oversized closets & features a custom workspace nook for hobbies or homework. Enormous bonus room / flex space game room / media room perfect for family entertaining. High-end Pool Table Included. Home is extremely energy efficient w/nest system thermostat and newer A/C system & hybrid hot water heater. Spray foam attic insulation & concrete block insulated voids & low E Thermal double pane hurricane glass windows. Sprinkler on metered grey water system for lower water bills. Great fenced completely private outdoor tropical oasis w/covered lanai, brick pavers, & inviting sparkling pool w/stone scape aggregate long life pool finish, new saltwater system, waterfall. Zoned for top rated Seminole County schools & nestled in desirable cul-de-sac / corner lot location adjacent to expansive community park w/abundant greenspaces… is like an extension of your yard! Convenient to all South Seminole County has to offer. This Home has it all.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000171 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
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)
607 WREN AVE, LONGWOOD, FL 32750
$379,90019 Days on yellowkey MLS ID: O6399015
REDUCED by $5,000 (1.3%) on 04/27/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1976 Tax: $3,606 (2024)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$3,606
Remarks: Exquisitely renovated 4-bedroom residence in the desirable Longwood area, where modern elegance meets everyday comfort—with the added benefit of no HOA. This turnkey home has been thoughtfully redesigned with high-end finishes and refined details throughout, offering a truly elevated living experience. Step inside to discover fresh designer paint, rich crown molding adorning the main living spaces, and sophisticated white-oak-inspired luxury vinyl plank flooring that creates a seamless and inviting flow. The chef’s kitchen is a stunning centerpiece, appointed with sleek granite countertops, classic shaker-style cabinetry, and a full suite of new stainless-steel appliances—perfectly blending style and functionality.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
302 TIMBERCOVE CIR, LONGWOOD, FL 32779
$635,00038 Days on yellowkey MLS ID: O6393377
REDUCED by $14,000 (2.2%) on 04/27/2026
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: Now beautifully staged and better than ever—this Sweetwater Oaks home is ready to impress. Located in the highly desirable Sweetwater Oaks community, this inviting pool home 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—now fully brought to life through staging. 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. Major updates include a new HVAC system and roof (2025). 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)
210 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$715,0008 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)
1707 GRANGE CIR, LONGWOOD, FL 32750
$476,00043 Days on yellowkey MLS ID: O6392182
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1981 Built: 1987 Tax: $2,283 (2024)Community: Tiberon Hills Ph 3Spa: NoSingle Family
Taxes:$2,283
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath pool home Located in a desirable no-HOA community, this property offers the freedom and flexibility today’s homeowners are looking for. Sellers will put a Brand NEW roof (2026) with acceptable contract. This home has been lovingly cared for over the past 30 years and is now ready for its next chapter with a new family. Inside, you’ll find an updated kitchen with modern finishes, along with a well-maintained interior that reflects true pride of ownership. The newer roof and gutters provide added peace of mind, while the private pool creates the perfect setting for relaxing or entertaining in true Florida style. Conveniently situated, the home offers easy access to shopping, dining, entertainment, and major roadways, as well as nearby parks and scenic nature trails. This prime Longwood location combines everyday convenience with a peaceful neighborhood feel. Don’t miss your chance to own this incredible home—schedule your private showing today. You won’t be disappointed!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Keith Brauman (407-421-8611)
1040 WAVERLY DR, LONGWOOD, FL 32750
$469,900110 Days on yellowkey MLS ID: O6373840
REDUCED by $15,000 (3.1%) on 04/26/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2140 Built: 1979 Tax: $4,758 (2024)Community: Windtree West Unit 2Single Family
Taxes:$4,758
Remarks: One or more photo(s) has been virtually staged. This is your opportunity to own a Gorgeous, Amazing, Stunning Oversized Pool, FULLY REMODELED Home on a Huge Corner Lot in the highly desirable City of Longwood Next to Markham Woods area! And no HOA. Please visit our 3D tour. VERY IMPORTANT INFORMATION: The property has been fully appraised by a bank-certified appraiser, indicating a value of $510,000. Additionally, the Seller has received a favorable full inspection report, along with positive results from the 4-point inspection. Property offers a brand-new architectural shingle roof and a new resurfaced pool, this home is move-in ready and packed with upgrades. Completely remodeled interior with brand-new flooring and new carpet Luxurious master bathroom featuring Italian porcelain tile shower walls and new vanities. Open floor plan with large windows for an abundance of natural light Modern kitchen with exotic granite countertops, stainless steel appliances, and wood cabinetry. Converted garage, with permits, for income-producing or in-law suite. A/C unit from 2016. Oversized pool with a screened porch and fenced backyard. Huge front yard with ample space for entertainment and leisure. Top-rated school district, shopping, dining, hospitals, and entertainment. Easy access to major highways: I-4, SR-434, Ronald Reagan Blvd, US-17-92 Just a short drive to Downtown Orlando. Don’t miss your chance to own this rare gem with NO HOA in one of Central Florida’s most sought-after areas.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Jose Hernandez (407-394-9890)
2351 WESTWOOD DR, LONGWOOD, FL 32779
$840,0009 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)
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