Location: Longwood
Do Not Show Listings
1341 S RIDGE LAKE CIR, LONGWOOD, FL 32750
$499,0005 Days on yellowkey MLS ID: O6422710
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1971 Built: 1985Monthly Fee: $48 Tax: $4,837 (2025)Community: NorthridgeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,837
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1341 S Ridge Lake Circle, a beautifully maintained 4 bedroom, 2 bathroom home offering nearly 2,000 square feet of comfortable living space in the heart of Longwood. Thoughtfully designed with a spacious and functional layout, this home provides the perfect balance of comfort, style, and versatility for both everyday living and entertaining. Natural light fills the inviting living areas, creating a bright and welcoming atmosphere throughout. The kitchen features real wood custom cabinetry, an extra large center island, bar cabinetry, a built in wine holder, a cast iron sink, granite countertops, and generous workspace. Matching cabinetry and granite countertops continue into the bathrooms, creating a cohesive and upgraded look throughout the home. The family room features a working fireplace, adding warmth and character to the main living area. The four bedroom layout provides flexibility for guests, a home office, hobbies, or additional storage, with ample closet space and garage shelving. Outdoor living is equally inviting with an extra large screened patio and a private backyard with no rear neighbors. Additional outdoor features include a community wall, newly planted fruit trees, spray sprinklers, solar lighting, and a solar illuminated house number sign. Additional highlights include exterior paint completed approximately two years ago, new gutters, updated AC components, a generator hookup, two attic access points, laundry room cabinetry, and recently replaced garage door springs. Perfectly situated in one of Longwood's most desirable areas, this home is just minutes from I-4, State Road 434, and Lake Emma Road, making commuting throughout Central Florida a breeze. Enjoy easy access to the shopping, dining, and entertainment options at Longwood Village, Longwood Hills Market, and Colonial TownPark in Lake Mary, all within approximately 5 to 10 minutes. Seminole Towne Center is also just 15 minutes away, while downtown Orlando can be reached in about 25 minutes. Zoned for highly regarded Seminole County schools, this home offers an added convenience with a private community access entrance to the school located just a few doors down, making the walk to school quick and easy. Parks, recreation, and everyday conveniences are also just moments away. Offering the perfect combination of space, comfort, and an unbeatable location, 1341 S Ridge Lake Circle is ready to welcome you home. 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)
3591 TERRA OAKS CT, LONGWOOD, FL 32779
$995,00053 Days on yellowkey MLS ID: NS1088208
REDUCED by $105,000 (9.5%) on 07/08/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3810 Built: 2002Monthly Fee: $169 Tax: $5,617 (2024)Community: Terra OaksSpa: YesSingle Family
Taxes:$5,617
Elementary School: Forest City Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Teague Middle
Remarks: Tucked behind the gates of one of Longwood’s most desirable communities, this beautifully maintained four-bedroom, five-bath estate blends timeless elegance with modern luxury. From the moment you enter, soaring elevated ceilings, refined architectural details, and expansive living spaces create an immediate sense of sophistication and comfort. Designed for both everyday living and exceptional entertaining, the home features a thoughtfully crafted floor plan, upscale finishes throughout, and a stunning chef’s kitchen appointed with high-end appliances, custom cabinetry, and generous gathering space at the heart of the home. Includes a whole house generator and security system. The spacious primary suite offers a private retreat with spa-inspired amenities, while each additional bedroom provides comfort, privacy, and its own distinctive character. Multiple living and entertaining areas flow seamlessly to the outdoor oasis, where a sparkling pool and beautifully maintained surroundings invite year-round Florida living at its finest. Set within a secure gated neighborhood in the heart of Longwood, this exceptional residence delivers luxury, privacy, and convenience in one extraordinary offering.
Listing is courtesy of: ENGEL & VOLKERS NEW SMYRNA (386-213-6899)
Listing Agent: David Dell'Olio (407-228-4613)
814 MIAMI SPRINGS DR, LONGWOOD, FL 32779
$1,050,000123 Days on yellowkey MLS ID: O6390329
REDUCED by $35,000 (3.2%) on 05/15/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3706 Built: 2002 Tax: $5,468 (2024)Community: Highland EstatesSpa: YesSingle Family
Taxes:$5,468
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 814 Miami Springs Drive, an exceptional private estate nestled in one of Longwood’s most desirable locations near the Wekiva River and Wekiva Island. Positioned on a beautifully landscaped homesite backing to a tranquil natural preserve, this residence offers a rare blend of elegance, privacy, and resort-style living with no HOA restrictions. This impressive five-bedroom, five-bathroom residence with a loft was thoughtfully designed with both comfort and sophistication in mind. From the moment you enter, the home showcases soaring ceilings, expansive living spaces, and refined architectural details that create an inviting yet grand atmosphere. The main living areas flow effortlessly, providing an ideal setting for both everyday living and entertaining. The spacious chef’s kitchen features a large center island, generous cabinetry, and seamless connection to the surrounding living and dining areas, allowing gatherings to feel both open and intimate. The primary suite serves as a private retreat, offering a luxurious bathroom complete with dual vanities, a soaking tub, walk-in shower, and generous closet space designed for comfort and functionality. Upstairs, a versatile loft space provides endless possibilities and could function beautifully as a media room, executive home office, or additional lounge area. Outside, the home transforms into a private outdoor sanctuary. A screen-enclosed resort-style pool and spa are framed by an expansive covered lanai, creating a perfect setting for relaxation and entertaining while overlooking the lush preserve beyond. With no rear neighbors, the backyard delivers a level of privacy that is increasingly rare while still being moments from everyday conveniences. The home offers five spacious bedrooms, five bathrooms, and a flexible loft layout, all complemented by grand ceiling heights, elegant architectural detailing, and thoughtfully designed living areas. The preserve backdrop enhances the sense of tranquility, while the screened pool and outdoor living space allow you to fully embrace the Florida lifestyle. Located just minutes from Wekiva Island, Wekiva Springs State Park, scenic trails, dining, and shopping, this property offers a lifestyle centered around nature, privacy, and refined living. A rare opportunity to own a luxury estate near the Wekiva River where space, tranquility, and convenience come together seamlessly.
Listing is courtesy of: PRIMEFIT PROPERTIES LLC (407-305-2284)
Listing Agent: Nick Vaseloff (407-305-2284)
110 HOLDERNESS DR, LONGWOOD, FL 32779
$449,50066 Days on yellowkey MLS ID: O6406494
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1775 Built: 1978Monthly Fee: $23 Tax: $4,880 (2024)Community: WekivaSingle Family
Taxes:$4,880
Elementary School: Wekiva Elementary
Remarks: Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find brand new luxury vinyl flooring throughout, freshly painted inside and out, a new garage door, with a spacious layout. Featuring a formal living room, separate dining room and kitchen that opens to the family room which is perfect for every day living and entertaining. The back yard overlooks a greenbelt area and has a walking path that is through out the Wekiva neighborhood . This highly desirable community has A rated schools and amenities including bike trails, parks and playgrounds, community center, tennis and pickleball courts-providing something for everyone to enjoy. Call today for your private showing and don't miss this opportunity to make it Yours!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Katie Morrison (407-421-5025)
1949 DEERVIEW PL, LONGWOOD, FL 32750
$750,000103 Days on yellowkey MLS ID: O6395646
REDUCED by $48,000 (6.0%) on 07/06/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3498 Built: 2002Monthly Fee: $120 Tax: $4,966 (2024)Community: Hidden CoveSpa: YesSingle Family
Taxes:$4,966
Remarks: Don’t miss this stunning Mediterranean estate home in the highly sought-after gated community of Hidden Cove. This spacious residence features 4 bedrooms, including a dedicated office, 3.5 bathrooms, and an upstairs bonus room. The open floor plan showcases a beautifully finished open-concept kitchen, formal living and dining rooms, and a welcoming family room designed for both everyday living and entertaining. The owner’s suite offers a private retreat with a sitting area overlooking the pool and lanai, an expansive walk-in closet with custom shelving and separate dressing area, and a luxurious en-suite bath. Upstairs the oversized bonus room is perfect for movie nights and game days, complete with a wet bar, powder bath, and dedicated brand new AC unit. Step outside to enjoy the screened-in swimming pool, large covered lanai with built-in grill, and generously sized backyard. Additional highlights include tile flooring in main living areas, soaring 15-foot tray ceilings, crown molding, plantation shutters, custom draperies, built-ins and decorative niches, a paver driveway, tile roof, and 3 car garage. Conveniently located to shopping, restaurants, and I-4.
1707 GRANGE CIR, LONGWOOD, FL 32750
$468,000114 Days on yellowkey MLS ID: O6392182
REDUCED by $8,000 (1.7%) on 06/16/2026
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)
1950 ELKHORN CT, LONGWOOD, FL 32750
$795,000129 Days on yellowkey MLS ID: TB8482417
REDUCED by $29,850 (3.6%) on 07/11/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3422 Built: 2001Monthly Fee: $120 Tax: $5,359 (2024)Community: Hidden CoveSpa: YesSingle Family
Taxes:$5,359
Middle School: Markham Woods Middle
Remarks: A rare opportunity to own in Hidden Cove, an intimate gated community of just 37 homes where privacy and exclusivity meet refined living. This beautifully maintained 5-bedroom (or 4-bedroom and study) plus upstairs bonus room, 4 full bathrooms and a 3-car garage home offers an impressive blend of comfort, thoughtful upgrades, and resort-style outdoor living. Set on a fully fenced lot, the home welcomes you with elegant interior finishes including a custom-built entertainment center in the family room with TV, plantation shutters, crown moulding, French doors, custom drapes, blinds, built-in speakers, and California Closets in every bedroom, creating a seamless balance of sophistication and functionality throughout. The spacious primary suite serves as a private retreat featuring an ensuite bath with a relaxing whirpool tub. Designed for both everyday comfort and entertaining, the home features a whole-house water filtration and softener system, generator hookup, and convenient attic ladder access. Professional outdoor lighting in both the front and back yard enhance the look of the home in the evenings. Step outside to your private backyard oasis. The beautifully designed saltwater pool and spa are enhanced by solar pool panels, a pool cover, and a safety alarm, offering both efficiency and peace of mind. A poolside kitchen setup makes outdoor entertaining effortless, while mature fruit trees bring a touch of tropical Florida living to your backyard. Recent updates add even more value, including a newer Lennox Elite series AC system (2022) and a separate Mitsubishi mini-split unit for the bonus room (2023). Ideally located, the home is zoned for highly rated Seminole County schools and offers convenient access to grocery shopping, restaurants and close proximity to world-famous amusement parks. This home is a short commute to Lake Mary, Orlando International Airport and Downtown Orlando, making both travel and entertainment easily accessible. Do not miss the opportunity to own this home, make an appointment today. All information and measurements deemed reliable, buyer to verify.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Marie Tomlinson (727-771-3609)
1652 RUTLEDGE RD, LONGWOOD, FL 32779
$699,99980 Days on yellowkey MLS ID: V4948735
0 Days Off yellowkey (back on 7/11/2026)
REDUCED by $9,001 (1.3%) on 06/17/2026
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
Remarks: Under contract-accepting backup offers. 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)
611 PHEASANT AVE, LONGWOOD, FL 32750
$349,9004 Days on yellowkey MLS ID: O6423564
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1185 Built: 1977 Tax: $2,873 (2025)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$2,873
Elementary School: Highlands Elementary
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Virtually Staged. Highly sought after Seminole County Pool Home on a Corner Lot for under $350,000!!! This deal can't be beat and the location is even better! Just a very short WALK to the dog park all fenced in and the famous Candyland Park! Updated kitchen and master bathroom in 2026 and the whole house was repiped in 2024. Centrally located in Longwood to enjoy all the restaurants, parks, shopping and a quick commute to downtown Orlando and less than an hour to the sandy beaches or all the theme parks! This huge corner lot home with perfectly placed shade trees also offers an oversized Florida room/Patio AND artificial turf near the pool for the ultimate hang out spot for a little putt putt and very low maintenance! If you are looking for the perfect place to call home, this is it!!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Christopher Schiffermiller, Llc (407-409-5702)
1200 WAVERLY WAY, LONGWOOD, FL 32750
$587,00012 Days on yellowkey MLS ID: O6421707
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2416 Built: 1974 Tax: $5,778 (2025)Community: Knollwood 3Rd Add AmdSingle Family
Taxes:$5,778
Elementary School: Altamonte Elementary
High School: Lyman High
Remarks: Your Dream Home Awaits! Discover the perfect combination of space, comfort, and endless possibilities in this charming ranch-style home, ideally positioned on an impressive 0.71-acre corner lot in the highly sought-after Knollwood community of Seminole County. Offering 4 spacious bedrooms, 2.5 bathrooms, and 2,416 square feet of living space, this home is designed for growing families, entertaining, and creating memories that will last a lifetime. From the moment you arrive, you'll appreciate the oversized driveway with abundant parking and the expansive yard that provides limitless opportunities to design your own private retreat—whether you envision a sparkling pool, outdoor kitchen, garden, playground, or the ultimate backyard entertainment space. Step inside to a warm and welcoming interior where timeless charm meets modern comfort. The inviting living room features elegant crown molding, a cozy wood-burning fireplace, and beautiful rustic barn doors that lead into the heart of the home—an updated kitchen complete with stainless steel appliances, sleek countertops, generous cabinetry, and abundant natural light, making it the perfect place to gather with family and friends. Built with the quality and craftsmanship of a classic 1974 ranch, this home offers solid construction, spacious living areas, and incredible potential to personalize and make it uniquely yours while enjoying its timeless character. Perfectly located within one of Seminole County's most desirable school districts, you'll enjoy convenient access to premier shopping, dining, parks, major highways, and everything Central Florida has to offer. Homes with this much land, this much living space, and this prime location rarely become available. Whether you're searching for your forever home or an exceptional investment, this property offers a rare opportunity to own one of Knollwood's most desirable homes. Don't miss your chance to make this incredible property yours—schedule your private showing today before it's gone!
Listing Agent: Milena Phan (407-716-0107)
306 N SWEETWATER COVE BLVD, LONGWOOD, FL 32779
$1,350,0005 Days on yellowkey MLS ID: O6423982
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3362 Built: 1978Monthly Fee: $70 Tax: $7,797 (2025)Community: Sweetwater CoveSpa: YesSingle Family
Taxes:$7,797
Remarks: Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.
Listing is courtesy of: TRIPLE S REALTY (407-690-4727)
Listing Agent: Shanti Stewart (407-690-4727)
1715 SUNSET DR, LONGWOOD, FL 32750
$319,90027 Days on yellowkey MLS ID: O6412253
REDUCED by $10,000 (3.0%) on 07/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1957 Tax: $2,814 (2025)Community: Pine ViewSingle Family
Taxes:$2,814
Remarks: Virtually Staged. Welcome to this inviting single-story home in Longwood, offering a bright layout, spacious rooms, and a large yard surrounded by mature trees. The HVAC was replaced in 2020 and the water heater was replaced in 2021, adding practical updates for peace of mind. From the moment you arrive, the fresh exterior, extended driveway, and peaceful setting create a sense of privacy and possibility. Inside, the home features tile flooring throughout the main living areas, neutral finishes, updated baseboards, arched entryways, ceiling fans, and abundant natural light. The living room offers a comfortable gathering space with large windows and an easy flow into the kitchen and bedroom areas. The kitchen features shaker-style cabinetry, granite countertops, generous storage, a built-in microwave, range, refrigerator, and a window over the sink that brings in natural light. The primary bedroom offers excellent space, a private bath, closet, ceiling fan, and flexible layout, while the additional bedrooms provide natural light, closet space, and options for guests, family, or a home office. Both bathrooms feature tiled finishes, with the primary bath offering a walk-in shower and the secondary bath offering a clean, functional layout. A standout feature is the oversized laundry room, offering impressive bonus space for storage, hobbies, utility needs, or future customization. Step outside and imagine the potential of the expansive backyard, with plenty of room to relax, entertain, garden, or create the outdoor space you have been wanting. Mature trees provide shade and character, while the large lot gives the home a sense of openness that is hard to find. Conveniently located near shopping, dining, schools, parks, and major roadways, this home offers comfort, flexibility, and everyday convenience in an established Longwood setting. Once you walk through it, you can easily see how this home could fit the way you want to live.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carlos German (888-883-8509)
278 BLACKWATER PL, LONGWOOD, FL 32750
$357,92722 Days on yellowkey MLS ID: O6419025
REDUCED by $6,850 (1.9%) on 07/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1582 Built: 1987Monthly Fee: $42 Tax: $5,107 (2025)Community: Longwood Green RepSingle Family
Taxes:$5,107
Remarks: Virtually Staged. Welcome to your dream home nestled in the charming and tucked-away community of Longwood Green, a hidden gem known for its quiet streets, mature oak trees, and strong sense of neighborhood pride. Many long-time residents, including law enforcement professionals and public servants, are drawn to this peaceful enclave for its welcoming atmosphere and convenient location. Situated beneath a canopy of majestic trees on a spacious homesite, this lovingly maintained 3-bedroom, 2-bath residence offers the perfect blend of comfort, warmth, and everyday convenience. Step inside to discover a light-filled, open floor plan featuring soaring ceilings, rich laminate flooring, and a cozy wood-burning fireplace that creates the perfect gathering space for family and friends. The living room flows seamlessly into the dining area, while large windows invite natural light throughout the home. The heart of the home is the spacious eat-in kitchen, complete with beautiful oak cabinetry, pull-out shelving, neutral Corian countertops, generous workspace, and a large pantry accented by a charming farmhouse-style glass door. Whether preparing a family meal or entertaining guests, this kitchen is designed for both functionality and comfort. Privately tucked away, the primary suite offers a peaceful retreat with dual vanities, wood cabinetry, a large walk-in shower, water closet, spacious walk-in closet, and double-pane sliding glass doors leading directly to the lanai. The secondary bedrooms are equally inviting, offering ample closet space and abundant natural light. Step outside to the screened lanai and enjoy your morning coffee or evening relaxation while overlooking the fully fenced backyard. Enhanced by durable vinyl fencing and low-maintenance landscaping, the backyard provides the perfect setting to create your own private oasis. This home has been meticulously cared for by its owners and offers numerous valuable updates, including repiping, a 2018 air-conditioning system, a completed roof replacement, and extensive exterior improvements. Much of the home's exterior wood has been upgraded to durable Hardie Board siding and freshly painted, providing both beauty and peace of mind. Ideally located near Historic Downtown Longwood, residents enjoy easy access to charming local shops, restaurants, community events, nature parks, walking trails, excellent schools, hospitals, and major highways. The Longwood SunRail Station is also nearby, making commuting throughout Central Florida simple and convenient. If you're searching for a home that offers comfort, character, privacy, and a true neighborhood feel, Longwood Green is the perfect place to call home.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
1508 CANARY ST, LONGWOOD, FL 32750
$329,00074 Days on yellowkey MLS ID: O6402841
0 Days Off yellowkey (back on 7/10/2026)
REDUCED by $16,000 (4.6%) on 06/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 1973 Tax: $1,210 (2025)Community: Sky Lark SubSingle Family
Taxes:$1,210
Remarks: Virtually Staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.
Listing Agent: Dawn Grigsby (407-970-9051)
204 GREEN LAKE CIR, LONGWOOD, FL 32779
$775,000456 Days on yellowkey MLS ID: O6299404
1 Days Off yellowkey (back on 7/10/2026)
REDUCED by $10,000 (1.3%) on 05/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3496 Built: 1978Monthly Fee: $54 Tax: $4,254 (2024)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$4,254
Elementary School: Sabal Point Elementary
Remarks: Welcome to this great Sweetwater Oaks home!! This expansive 4 bedroom, 3 and a 1/2 bathroom home has so much to enjoy!! The home is located on a quiet street and surrounded by beautiful tropical landscaping on the private .55 acre low maintenance lot! The interior of this home features split plan bedrooms, 3 full bathrooms, a pool bathroom, a private bathroom shared between two bedrooms(Jack and Jill) a convenient and classy half bathroom, soaring ceilings, an amazing wood burning fireplace in the main room, the spacious home office is private and quiet with French Doors, the room sizes are huge and storage space is abundant! The upstairs loft currently is a great hideaway but could be a game room/office/study/5th bedroom/hobby room/etc!! The kitchen is ready to go with a very nice banquette and built in appliances! The back porch is one of the largest in the community and perfect for relaxing by the giant solar heated lagoon pool or hosting the largest gathering! The side entry garage is oversized and measures 576 square feet, room for cars and toys!! The home was just replumbed, the AC units are newer, the roof was replaced in 2020, the solar pool heating system replaced in 2021. The home is carpet free, low maintenance ceramic tile and laminate flooring makes life easier!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach, many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Mark Humphreys (407-310-5765)
108 S TIMBERCOVE, LONGWOOD, FL 32779
$565,00022 Days on yellowkey MLS ID: O6418714
0 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2831 Built: 1971Monthly Fee: $104 Tax: $3,011 (2025)Community: Sweetwater OaksSpa: NoSingle Family
Taxes:$3,011
Remarks: Fantastic investor opportunity in desirable Sweetwater Oaks! This concrete block 4-bedroom, 3-bath screened pool home offers endless potential for investors, flippers, or buyers looking to remodel and create their dream home. HVAC 2025! Located in a top-rated Seminole County school district, the community features private access to Lake Brantley, pickleball and tennis courts, playgrounds, parks, and picnic areas. Conveniently located near I-4 with easy access to Downtown Orlando, Lake Mary, Historic Sanford, Mount Dora, two international airports, shopping, dining, and world-famous attractions. Bring your vision and unlock the potential of this exceptional property. Opportunity awaits!
Listing Agent: Joseph Pacholski (407-761-5901)
607 WREN AVE, LONGWOOD, FL 32750
$349,90090 Days on yellowkey MLS ID: O6399015
REDUCED by $10,000 (2.8%) on 06/15/2026
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)
288 CHURCHILL DR, LONGWOOD, FL 32779
$498,0008 Days on yellowkey MLS ID: O6421638
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1748 Built: 1991Monthly Fee: $20 Tax: $4,935 (2025)Community: Wekiva GreenSpa: NoSingle Family
Taxes:$4,935
Remarks: Under contract-accepting backup offers. This beautiful cul de sac home is located in one of the newer areas within the Wekiva Hunt Club community on a quiet dead end street. Stunning windows and high volume ceilings give this home a tremendous feeling of spaciousness and breathtaking views from the moment you enter. Loads of natural light, combined with an open, split bedroom floor plan make this home feel much larger. This layout is complete with recessed lighting, newer appliances, pantry, breakfast bar and eat-in kitchen space. Large glass sliders open up to an oversized back patio and screened in pool with views of the 8th fairway of the Wekiva Golf Course. The pool area is strategically landscaped for privacy with great space to entertain friends and family. Updated bathrooms, high plant shelves for decorating, nice sized garage and a fenced-in side yard complete this home. Walking distance to the Public Library and convenient to grocery, shopping, dining, churches, Wekiva State Park and Wekiva Island. Neighborhood amenities include a low HOA, 26 miles of walking and biking trails, many parks & playgrounds, baseball field, soccer field and basketball hoops. Clubhouse rental, lighted tennis courts, pickleball and 18-hole golf course are available for a separate low fee. Zoned in the highly rated Seminole County school district with easy access to SR 436, SR 434 and US-441. This well loved and meticulously maintained home offers the perfect balance of convenience and Florida lifestyle living—schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Janet Baso (407-788-7458)
1298 BELLA VISTA CIR, LONGWOOD, FL 32779
$775,00010 Days on yellowkey MLS ID: O6421915
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2587 Built: 2008Monthly Fee: $141 Tax: $7,248 (2025)Community: Bella VistaSingle Family
Taxes:$7,248
Remarks: Virtually Staged. Welcome to this beautifully maintained Mediterranean-style home in the sought-after gated community of Bella Vista in Longwood. Built in 2008, new AC in 2025,,this spacious 3-bedroom, one office ,2 full and 1 half-bath residence offers approximately 2,587 square feet of thoughtfully designed living space with elegant finishes throughout. Featuring soaring ceilings, crown molding, wood and tile flooring, a dedicated office, formal dining room, and an open-concept kitchen overlooking the family room, this home is perfect for both everyday living and entertaining. The private first-floor owner's suite offers a spacious walk-in closet and a luxurious bath, while the screened lanai opens to your own resort-style backyard complete with a sparkling pool and fully equipped outdoor kitchen. A tile roof, paver patio, and 2-car garage add to the home's curb appeal. Conveniently located near top-rated Seminole County schools, golf courses, shopping, dining, and major roadways, this
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Winnie Tam (863-651-4687)
108 KILKENNY CT, LONGWOOD, FL 32779
$519,99918 Days on yellowkey MLS ID: O6419117
REDUCED by $18,001 (3.3%) on 07/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 1974Monthly Fee: $23 Tax: $5,071 (2025)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Taxes:$5,071
Remarks: Virtually Staged. Welcome to 108 Kilkenny Court located in the sought-after community in Wekiva Hunt Club. This beautifully updated 4-bedroom, 2-bath pool home is situated on an oversized 0.26-acre lot. Combining timeless charm with extensive modern updates, this move-in-ready home is designed for comfortable living and effortless entertaining. Step inside to discover a bright, inviting interior featuring fresh interior paint, new light fixtures, and new ceiling fans throughout. The beautifully renovated kitchen is the heart of the home, showcasing new cabinetry, a center island, new countertops (2026), and brand-new SAMSUNG Stainless-Steel appliances. The newly remodeled laundry room adds both style and functionality. Both bathrooms were fully renovated in 2026, offering modern finishes and a fresh, contemporary feel. Major system updates provide added peace of mind, including a roof replaced in 2018, A/C replaced approximately two years ago, and a pool pump replaced last year. Vinyl Fence installed in 2023. The home has also been freshly painted inside and out, enhancing its curb appeal and making it truly move-in ready. Enjoy Florida living in your private backyard featuring a sparkling pool, perfect for relaxing or entertaining family and friends. Additional highlights include a cozy fireplace, a 2-car garage, and a prime Longwood location close to Publix Springs Plaza (approx. 3 min away), shopping, dining, parks, major highways, and top-rated Seminole County schools. This home combines comfort, charm, and an exceptional location! Nearby amenities include Community Center, Wekiva Golf Course, Tennis Court, Pickle Ball Court, Racquetball Court, Basketball Court, Baseball Field, Soccer Field, Walking Trails, and Parks! Conveniently located just approximately 10 minutes from Wekiwa Springs State Park, offering year-round spring swimming, kayaking, scenic hiking trails, and outdoor recreation. Don’t miss the opportunity to make this Longwood gem YOUR HOME! Schedule your showing today!
Listing Agent: Jasmine Morales (407-515-0860)
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