Location: Longwood
Do Not Show Listings
217 TOMOKA TRL #217, LONGWOOD, FL 32779
$240,000126 Days on yellowkey MLS ID: O6376759
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1599 Built: 1974Monthly Fee: $722 Tax: $2,614 (2024)Community: Wekiva Villas CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,614
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to the tropical paradise of the Springs! This beautiful 2 bedroom 2 bath second story condominium has been up-dated and is ready for its new owner. Once you enter this home you will be swept away by its soaring ceilings and light and bright windows. This beautifully decorated home feels so much larger than it is. Enjoy your up-dated kitchen with plenty of storage and work space; great for entertaining friends and family. The dining area is open and bright, and adjoins the family room featuring a built-in fireplace with vaulted ceilings and natural light, and leads to your private one-of-a-kind balcony. The primary bedroom with its vaulted ceiling is spacious and can accomodate large furniture. The ensuite bath features a walk-in closet, two vanities and a shower/tub combo. The primary bedroom also opens up to a private balcony; perfect for that morning cup of coffee. The large guest bedroom is spacious and is perfect for guests or even a roommate! A separate bath is just off the guest room. The guest room features an adjoining balcony. There is a large second story loft that would make a great office space, television room or even another bedroom. The possibilities are endless. The piece of resistance of this beautiful condo is living in the Springs; one of Longwood's premiere guard-gated communities. Your monthly HOA includes :Exterior Maintence, including roofs, grounds, pool, Water, Sewer and Trash. The Springs HOA also includes 24 hour gated security,and community access, Private nature trails, Access to the horse stables, The yearly event of the springs concerts and so much more. You will soon be living in a lush tropical paradise, that is close to everything including: Restaurants, Shopping, Medical and so much more! Call today to schedule your private showing.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Tim Swanson (321-356-7246)
145 STENHOUSE LN, LONGWOOD, FL 32779
$334,90036 Days on yellowkey MLS ID: O6403064
REDUCED by $4,600 (1.4%) on 05/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1472 Built: 2010Monthly Fee: $310 Tax: $4,261 (2024)Community: Wekiva LandingsTownhouse
Taxes:$4,261
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Welcome to this gorgeous 3-bedroom, 2.5-bath townhome located in the desirable Wekiva Landings community, overlooking the 16th green of the Wekiva Golf Club. This beautifully maintained two-story home offers 1,472 sq ft of comfortable living space with soaring vaulted ceilings on the main floor. The fully equipped kitchen features stainless steel appliances and granite countertops, and flows into a bright dining and living area with wood flooring. A convenient half bath is also located on the main floor. Bedrooms are carpeted for comfort. The en suite master bath boasts a walk-in shower and granite countertops, and the full hall bath on the second floor also features granite countertops. Step outside to your screened-in patio and soak in the peaceful, manicured golf course views. Additional highlights include a washer and dryer in a dedicated inside laundry room, and a two-car garage. Ideally situated in the heart of the Wekiva/Sweetwater Corridor, Wekiva Landings offers the perfect blend of nature and convenience. The Wekiva Golf Club, a public course, is right in your backyard, and the breathtaking Wekiva Springs State Park is just minutes away — perfect for hiking, kayaking, and enjoying Florida's natural beauty. Shopping, dining, and everyday conveniences are all within a couple of miles, making this location as practical as it is picturesque. Schedule your showing today-this one won't last long!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Thomas Siciliano (321-303-3401)
1735 TIMOCUAN WAY, LONGWOOD, FL 32750
$550,00021 Days on yellowkey MLS ID: S5150078
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1708 Built: 1982 Tax: $4,446 (2025)Community: Spring HammockSpa: NoApartment
Taxes:$4,446
Elementary School: Highlands Elementary
High School: Lake Mary High
Tax Year: 2025
Middle School: Milwee Middle
Remarks: Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole County Discover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find. Turnkey Income Generation This is more than a home — it's a smart investment. The property generates $3,200 monthly in rental income from a fully tenanted duplex featuring a 2-bedroom unit and a 1-bedroom unit, both with a newly renovated kitchen and modern appliances. With financials already in place, buyers need only a down payment — the rental income takes care of the rest. (Detailed financial analytics available upon request.) Endless Possibilities Zoned with flexibility in mind, this property is a rare blank canvas: Homestead your dream lifestyle with room to grow Launch a boutique farm — farm animals are welcome Develop commercially — strong rezoning potential for industrial or office use Open a Farm to Table Gourmet Restaurant Location That Has It All Nestled alongside the iconic Big Tree Park, you'll enjoy the tranquility of nature while remaining moments from city conveniences. Just minutes to Ronald Reagan Boulevard and Lake Mary Boulevard, with quick access to: Longwood SunRail Station — 4 min Lake Mary SunRail Station — 7 min Altamonte Springs — 10 min Orlando Sanford International Airport — 16 min Orlando International Airport — 39 min Lake Mary and Altamonte Springs Shopping Malls — 7-10 minutes away A Lifestyle, Not Just a Listing Owners are relocating, creating a rare window of opportunity for the right buyer. Whether you're an investor, entrepreneur, homesteader, or developer — opportunities of this caliber rarely come to market. How to Submit Your Interest With strong interest anticipated, buyers are encouraged to submit their highest and best interest using an escalation addendum. All interests will be reviewed no later than May 30th, 2026. Serene country living. Strong rental income. Commercial upside. All just minutes from the heart of the city.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Sukumar Haldar (516-508-0791)
320 FERDINAND DR, LONGWOOD, FL 32750
$445,00081 Days on yellowkey MLS ID: O6391269
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1852 Built: 1979Monthly Fee: $29 Tax: $3,988 (2025)Community: Columbus HarborSpa: NoSingle Family
Taxes:$3,988
Elementary School: Longwood Elementary
High School: Lyman High
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home features beautiful tile flooring throughout and a spacious open-concept living and dining area that is perfect for entertaining or relaxing with family. The kitchen offers an inviting eat-in space, granite countertops, and elegant crown molding, creating both style and functionality. A dedicated laundry room adds convenience to everyday living. The generous primary suite provides a peaceful retreat and features French doors that open directly to the large back patio. Step outside to enjoy the screened-in pool—perfect for year-round Florida living. The expansive backyard offers plenty of space for pets, play, or even a future playground. With its welcoming layout, wonderful outdoor space, and location in a sought-after community, this Longwood home is a fantastic opportunity to enjoy comfort, convenience, and neighborhood charm.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Joanne Otero (407-310-0856)
222 W COTTESMORE CIR, LONGWOOD, FL 32779
$459,00039 Days on yellowkey MLS ID: O6402708
0 Days Off yellowkey (back on 6/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1977Monthly Fee: $23 Tax: $5,117 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Spa: YesSingle Family
Taxes:$5,117
Remarks: Under contract-accepting backup offers. Upgraded & Updated, lovely move-in ready, 3 bed, 2 bath, pool home in desirable Wekiva Hunt Club neighborhood. NEW ROOF being put on by seller before closing. Upgraded paver driveway and walkway set the tone as you approach the double front doors and step inside this beautiful abode. Large ceramic tile leads you into the living room with wood burning fireplace and travertine tile accent wall, while a double set of French doors brings in light from the covered and screened back porch. Through the large separate dining room, the well-appointed renovated kitchen is sure to please. With solid wood cabinets, granite countertops, and stainless-steel appliances, a charming bay window makes the perfect breakfast nook for your morning coffee. Offering a split bedroom plan, the spacious primary suite with wood floors has a large walk-in closet, ensuite bathroom with granite topped vanity, and tiled shower. On the other side of the home are 2 large secondary bedrooms (both with NEW carpeting) and hall bathroom with tub/shower combo. Inside laundry room (washer/dryer stay) is on the way to the oversized 2 car garage. The covered screened back porch is the perfect place to sit and enjoy the peaceful fully fenced backyard with a private pool, separate hot tub, and still plenty of room for pets and kids to play in the grassy area. Home updates include: new roof being put on 2026; new carpeting in bedrooms 2026; HVAC 2019; total kitchen and bath remodels, double pane windows, electrical panel and replumb to CPVC 2015. Come live the active community lifestyle with walking and bike trails, community center, pickleball and tennis courts, and parks and playgrounds. Wekiva Golf Club is only 1.2 miles away and the stunning greens run through the community. Sought after and highly rated schools too: Wekiva Elementary, Teague Middle and Lake Brantley High.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Steven Ritz (321-277-8271)
601 JOYFUL BLOSSOM PL, LONGWOOD, FL 32750
$322,000110 Days on yellowkey MLS ID: O6382698
REDUCED by $5,000 (1.5%) on 05/07/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1369 Built: 2013Monthly Fee: $163 Tax: $3,462 (2024)Community: Hanover Pointe Rep - RepTownhouse
Taxes:$3,462
Middle School: Greenwood Lakes Middle
Remarks: "Rare find! Premier corner lot location, last home on a dead end street with no rear neighbors. This home is uniquely positioned with a wooded buffer on the side and a completely clear, quiet park-like view behind you. A rare opportunity to enjoy nature's beauty from your own home! With an open-concept kitchen, dining and living space , this home offers the best of both worlds: a tranquil retreat and a top-notch location.The GATED Hanover Pointe community is ideally situated in Longwood, just minutes from Lake Mary. The interior has been meticulously maintained and features UPGRADED HERRINGBONE-PATTERN CARPET on the stairs and throughout the upper level. All three bedrooms are located upstairs, including the spacious primary suite. One secondary bedroom is currently used as an office and includes built-in shelving that will remain. Newer washer and dryer are included, surround sound wiring is installed (not currently in use), and the kitchen is enhanced with new LED light fixture and stainless steel appliances, granite countertops, an under mount sink, and a side-by-side refrigerator. The HOA provides exceptional peace of mind with termite bonds, roof replacement coordination, exterior painting, and full landscaping services, along with access to the community pool and common areas. Conveniently located near I-4, 17-92, SR 434, Ronald Reagan Blvd, Lake Mary Blvd, the Cross Seminole Trail, and both the Lake Mary and Longwood SunRail stations. Zoned for Greenwood Lakes Middle School and Lake Mary High School , all SEMINOLE COUNTY Schools!. This townhome combines low-maintenance living, privacy, and an unbeatable location—truly move-in ready.
Listing is courtesy of: RED BIRD REALTY OF FLORIDA INC (407-222-8339)
Listing Agent: Marion Thacker (321-662-7550)
575 TIBERON COVE RD, LONGWOOD, FL 32750
$420,00035 Days on yellowkey MLS ID: O6404289
REDUCED by $5,000 (1.2%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1982Monthly Fee: $8 Tax: $2,063 (2024)Community: Tiberon CoveSingle Family
Taxes:$2,063
Remarks: Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home offering 1,657 square feet under air in the desirable Tiberon Cove community of Longwood. This meticulously maintained residence combines modern upgrades, quality craftsmanship, and stylish finishes throughout. Step inside to discover a fully renovated interior featuring a front door with decorative iron between the glass and Selva ash wood-look porcelain flooring throughout the main living areas and bedrooms—durable, anti-slip, and antimicrobial. The home is enhanced with 5-inch baseboards and crown molding throughout, along with new interior 6-panel doors and updated hardware, creating a clean and cohesive design. Window treatments include plantation shutters throughout. The stunning kitchen has been completely upgraded with: White shaker cabinetry Quartz countertops with full-height backsplash Deep double stainless steel sink with racks Frigidaire Professional microwave/convection oven Frigidaire Gallery 5-burner glass-top electric stove with convection/self-cleaning oven with air fry capability. Frigidaire Gallery stainless dishwasher (natural gas) Frigidaire 27.5 cu ft refrigerator with ice & water in door New garbage disposal Both bathrooms have been tastefully updated with new cabinetry, medicine cabinets, Moen fixtures, and one-piece dual flush toilets, while the primary bath features a Bath Fitter shower system. Major system upgrades provide peace of mind, including: New Rheem 15 SEER electric heat pump (2021) New gas water heater (2022) 140 MPH wind-rated architectural roof (installed 1/2023) with 10-year warranty Full home repipe with PEX-A (2025) by Repipe Specialists with transferable warranty Impact windows (2022) by Window World with transferable warranty New Genie garage door opener (2025) with 3-day battery backup 140 MPH-rated metal garage door with windows Enjoy outdoor living in the spacious 10x30 screened aluminum patio with tile flooring, overlooking a fully fenced yard with white vinyl fencing and enhanced landscaping for added privacy. Additional exterior highlights include a mahogany fiberglass front door with decorative privacy glass, brick mailbox with locked mail slot, and a recently serviced fireplace chimney. The 2-car garage includes built-in wood cabinetry for extra storage, making this home as functional as it is beautiful. Conveniently located near shopping, dining, parks, and major roadways, this move-in-ready home offers easy access to everything Longwood and Central Florida have to offer. This is a rare opportunity to own a fully upgraded, turnkey home with high-end features and major system updates—schedule your private showing today!
Listing is courtesy of: TRUDEALS REALTY CORP (833-878-3325)
Listing Agent: Candace Garber (224-489-4435)
109 CROWN OAKS WAY #109, LONGWOOD, FL 32779
$94,90038 Days on yellowkey MLS ID: O6402860
5 Days Off yellowkey (back on 6/3/2026)
REDUCED by $9,100 (8.8%) on 05/09/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 877 Built: 1974Monthly Fee: $785 Tax: $2,003 (2024)Community: Crown OaksCondo
Taxes:$2,003
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: Experience unparalleled privacy and modern luxury in this fully renovated 1BR/1BA sanctuary. This is one of the only units in the entire community featuring a fully enclosed backyard that opens up directly to the community pool. The interior boasts a chic open floor plan highlighted by a chef-inspired kitchen with gray shaker cabinetry, quartz countertops, and a brand-new appliance package (fridge, stove, microwave, and water heater). There is a washer and dryer in a separate laundry room. In the bedroom, sliding doors allow plenty of natural light, and open to a fenced courtyard. Open the big sliding doors in the living room to step through your private fenced in oasis to the community pool, which is located directly behind the unit for ultimate convenience. The unit comes with two outdoor storage areas and a one car covered carport right in front of the building. Enjoy the world-class amenities of The Springs neighborhood such as horse stables, parks, playgrounds, two pools, a tennis court, and a manned security gate. About 15 minutes from Wekiva Island, less than 10 minutes to Historic Downtown Longwood and the Altamonte Mall. Turnkey and move-in ready... truly one-of-a-kind!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Nicholas Feinsod (407-607-7485)
1707 GRANGE CIR, LONGWOOD, FL 32750
$476,00076 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
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)
204 GREEN LAKE CIR, LONGWOOD, FL 32779
$775,000418 Days on yellowkey MLS ID: O6299404
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
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)
272 W WARREN AVE, LONGWOOD, FL 32750
$395,000226 Days on yellowkey MLS ID: O6354921
REDUCED by $4,500 (1.1%) on 05/04/2026
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1386 Built: 1927 Tax: $3,245 (2024)Community: LongwoodSingle Family
Taxes:$3,245
Remarks: Welcome to a truly unique opportunity in the heart of Historic Downtown Longwood, where charm, flexibility, and location come together in one exceptional property. Whether you're seeking a distinctive residence, a live/work lifestyle, or an investment with future potential, this historically designated property offers endless possibilities. Situated on an oversized lot with ample private parking, the property features four spacious rooms that can function as bedrooms, offices, creative studios, or flex spaces, along with a convenient kitchenette, half bath, handicap-accessible ramp, and excellent visibility near a prominent corner location. Recent improvements include a newer roof, newer HVAC system, and a transferable termite protection plan for added peace of mind. Zoned for residential, commercial, or mixed-use applications—including offices, boutique retail, bed and breakfast, professional services, and more—this property offers rare versatility in one of Seminole County's most desirable downtown districts. Enjoy a vibrant, walkable lifestyle just steps from Reiter Park, SunRail, local restaurants, shops, community events, and municipal buildings. With no HOA, potential for expansion, and a location rich in history and community character, this is a rare opportunity to live, work, invest, or create something truly special in Historic Longwood. Schedule your private showing today and discover the possibilities.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sarita Cabrera (321-438-4479)
521 GRANADA WAY, LONGWOOD, FL 32750
$599,00057 Days on yellowkey MLS ID: O6397339
REDUCED by $30,000 (4.8%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2117 Built: 1980Monthly Fee: $25 Tax: $6,550 (2025)Community: Columbus HarborSingle Family
Taxes:$6,550
Remarks: Recent contract fell through. Lakeview Chateau Charm Meets Modern Luxury in Columbus Harbor. Discover the perfect blend of architectural character and modern peace of mind in this gorgeous 2000+ square foot, custom-designed 3-bedroom, 2.5-bathroom split-plan home. Tucked away on a quiet cul-de-sac, this lakeview retreat offers breathtaking views of Lake Fairy from nearly every corner of the house. Step through the sizeable foyer into a space defined by craftsmanship can be used as an extra sitting area. The "A-frame" great room serves as a true showstopper, featuring soaring vaulted ceilings, exposed cedar beams, and a floor-to-ceiling wood-burning stone fireplace. Professional custom wood trim and elegant wainscoting flow through the great room, dining area, and hallways, creating a warm, sophisticated atmosphere. For a unique touch, ascend the beautiful wood spiral staircase to a versatile loft. With its large picture window overlooking the grounds, it’s the ideal spot for a home office, playroom, or cozy reading nook. This home has been well maintained and updated for its next owner. Freshly Transformed (2025-2026). Full interior and exterior paint, plus professional new landscaping for instant curb appeal. The secondary bath was a total 2026 remodel (new tub, vanity, tile, and flooring), while the primary suite received a stylish 2026 refresh. The kitchen features premium stainless-steel appliances (2024) and durable luxury vinyl flooring (2022). New roof (2025) updated electrical with recessed lighting (2025), and a brand-new 2.5-ton HVAC unit (2024). Whether you’re enjoying the lake views from the secondary and primary bedrooms or hosting a dinner in the dining room, the water is always in sight. Relax on the large screened-in back porch or head out to the yard to soak in the Florida sunsets. As a resident of Columbus Harbor, you’ll enjoy private access to Lake Fairy for swimming, boating, and fishing, along with a community dock and boat ramp. Active living is easy with on-site tennis, pickleball, and basketball court. Plus, join in the fun with the neighborhood’s legendary annual Halloween and Christmas events! Schedule your private tour today to experience this one-of-a-kind lakeside lifestyle.
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
342 COBLE DR, LONGWOOD, FL 32779
$530,000123 Days on yellowkey MLS ID: O6379074
REDUCED by $5,000 (0.9%) on 06/03/2026
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. Prepare to fall in love with this gorgeous POOL home located in the heart of quiet and serene Wekiva Hills. This stunning home delivers charming curb appeal, soaring ceilings, ample skylights flooding the interior in natural light. The living room is anchored by the dramatic stone wood burning fireplace. The formal dining room flanking the kitchen and living room, creating the perfect backdrop for effortless entertaining. You'll love the beautifully updated kitchen blending style and function with a separate spacious walk-in pantry, and bright, cheerful breakfast nook. Stay organized with interior indoor laundry room encompassing a folding table and extra storage cabinets above. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, versatile sitting area, generous walk in closet, and an updated ensuite bath with tiled shower. From the living room area through french doors is a lovely SCREENED patio with fans. The sparkling open private pool is surrounded by beautiful landscaping for all gardeners to appreciate. A well maintained large 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. Golf, tennis, restaurants and shopping in community. 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 in an ideally located well-established community.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
421 SUMMIT RIDGE PL #209, LONGWOOD, FL 32779
$144,90015 Days on yellowkey MLS ID: O6400512
REDUCED by $10,000 (6.5%) on 06/03/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 948 Built: 1996Monthly Fee: $383 Tax: $285 (2025)Community: Residences At Sabal Point A CondoSpa: NoCondo
Taxes:$285
Remarks: Welcome to the gated community of Residences at Sabal Point, where comfort, convenience, and lifestyle come together. This spacious 1-bedroom, 1-bath condo offers nearly 1,000 square feet of living space with soaring ceilings and an open layout that lives larger than expected. Inside, you’ll find tile flooring, granite countertops, crown molding, and custom plantation shutters, along with a generous living and dining area, an oversized primary bedroom with a walk-in closet, and interior laundry. The kitchen offers great storage and functionality, while the new AC and new hot water heater provide added peace of mind for the next owner. Enjoy your private screened-in tiled porch complete with outdoor drapes—the perfect space for morning coffee or relaxing evenings. Residents enjoy resort-style amenities including a spacious clubhouse with a full kitchen available to rent for private events, a lakeside pool, fitness center, tennis courts, playground, outdoor grilling stations, lounge areas with tables and umbrellas, plus a convenient car wash and vacuum station. Located within highly rated Seminole County Public Schools, including Sabal Point Elementary within walking distance, and just minutes from Wekiwa Springs State Park, SR 434, I-4, 441, and the 429 Expressway. Enjoy easy access to Uptown Altamonte, Cranes Roost Park, Altamonte Mall, AdventHealth Altamonte Springs, shopping, dining, and entertainment. A fantastic opportunity for first-time buyers, downsizers, or investors seeking low-maintenance living in one of Longwood’s most convenient locations.
Listing Agent: Laura Napoleon (407-832-6692)
710 EAST CT, LONGWOOD, FL 32750
$340,000226 Days on yellowkey MLS ID: S5137189
REDUCED by $19,000 (5.3%) on 06/03/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1533 Built: 1971 Tax: $3,133 (2024)Community: Longwood NorthSingle Family
Taxes:$3,133
High School: Winter Springs High
Remarks: Welcome to this well-maintained property located in the heart of Longwood! This home offers a functional layout with comfortable living spaces, ideal for a variety of lifestyles. Conveniently situated near SunRail, major shopping centers, hospitals, and with easy access to Orlando International Airport, making daily commuting and travel simple and efficient. Enjoy the benefit of no HOA and low annual property taxes. Whether you're looking for a primary residence or a property with great long-term potential, this home is a must-see. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Celines Pomales (407-373-8250)
2108 SILVER LEAF CT, LONGWOOD, FL 32779
$1,049,000217 Days on yellowkey MLS ID: O6357139
2 Days Off yellowkey (back on 4/9/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4200 Built: 1984Monthly Fee: $104 Tax: $6,605 (2024)Community: Wingfield Reserve Ph 2Spa: NoSingle Family
Taxes:$6,605
Elementary School: Woodlands Elementary
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. This home has a brand new roof being installed, and has been re-plumbed. Ideally nestled within the established Wingfield Reserve community of Longwood, this stunning ONE LEVEL 4-bedroom, 4-bath home sits on a private one-acre lot and combines timeless elegance with modern updates; NO CARPET ANYWHERE. Calacatta Gold marble flooring flows through the main living areas, while luxury vinyl plank adds warmth to the bedrooms. The chef-inspired kitchen features Black Galaxy granite countertops, crisp white cabinetry, Avsiiile faucets, and a KitchenAid Pro Series stainless steel appliance suite. Designed for both comfort and style, the family room showcases a vaulted wood-beam ceiling and a custom fireplace feature wall. The primary suite offers a custom walk-in closet and a spa-inspired bath, while a separate in-law suite with a private entrance provides added flexibility. French doors open to a screened lanai with travertine tile decking, a summer kitchen and bar, and a sparkling pool surrounded by lush landscaping for a true resort-like retreat. Additional updates include a new irrigation system, newer A/C and water heater, and two septic tanks replaced three years ago. Ideally located off Markham Woods Road with easy access to I-4, shopping, dining, and Wekiwa Springs State Park, this home offers the perfect balance of privacy, natural beauty, and convenience in one of Longwood’s most sought-after communities. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
247 N MOUNTS BAY CT, LONGWOOD, FL 32779
$560,00026 Days on yellowkey MLS ID: O6405504
REDUCED by $15,000 (2.6%) on 05/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2287 Built: 1989Monthly Fee: $23 Tax: $3,159 (2024)Community: Wekiva Hills Sec 10Spa: NoSingle Family
Taxes:$3,159
Remarks: Spacious Pool Home on a Private Corner Lot - Perfect for Entertaining!! Welcome to this beautifully maintained 4-bedroom, 2.5 bath home offering the perfect blend of space, comfort, and Florida-style living. Situated on a private corner lot, this property provides added privacy, a fully usable yard, and excellent curb appeal in a highly desirable setting. Inside, you'll find a bright and open floor plan filled with natural light-perfect for entertaining. The home features formal living and dining rooms for hosting guests, along with a welcoming family room and kitchen combination with a cozy fireplace, creating an inviting space for both everyday living and gatherings. The kitchen offers ample cabinetry and generous counter space, designed for both functionality and ease of use. The single-story layout provides convenience and accessibility, with four spacious bedrooms, including a relaxing primary suite complete with a private en-suite bath and plenty of closet space. Additional bedrooms offer flexibility for family, guests, or a home office. Step outside to your own private retreat - a large, screened lanai with a sparkling pool, perfect for entertaining or enjoying Florida's year-round outdoor lifestyle. The yard is fully fenced (2019), offering added privacy, security, and space for pets or play. Additional highlights include: - Rood replaced in 2020 - Partial window replacement 2018 for improved efficiency - 2-car steel hurricane-rated garage door - Steel entry door into the home from the garage Ideally located close to golf courses, shopping, and dining, this home offers the perfect combination of lifestyle, convenience, and location. Don't miss your opportunity to own this exceptional single-story pool home - schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: James Begor (407-221-9134)
283 LAKAY PL, LONGWOOD, FL 32779
$825,00088 Days on yellowkey MLS ID: O6389639
1 Days Off yellowkey (back on 6/2/2026)
REDUCED by $24,000 (2.8%) on 05/09/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3596 Built: 2004Monthly Fee: $169 Tax: $6,719 (2024)Community: Terra OaksSpa: NoSingle Family
Taxes:$6,719
Remarks: Under contract-accepting backup offers. Priced to sell! Live the Florida lifestyle in the private, gated community of Terra Oaks in Longwood. Set on over a quarter-acre with a stunning heated pool, this beautifully maintained home impresses from the start with manicured landscaping, a tile roof, paver driveway, and a grand, welcoming entry. Inside, you’ll find soaring 21-foot ceilings and a bright, open layout with solid wood and tile flooring throughout the main level, custom drapery, and a motorized screen at the family room sliders. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, wood cabinetry, stainless steel appliances, tile backsplash, a pantry, bar seating, and even two sinks opening to a breakfast nook with views of the pool. The adjacent dining room is accented by chair railing and an elegant crystal chandelier. Step outside to your private backyard retreat. The newer custom heated pool showcases a sun shelf for lounging, LED lighting, a waterfall pergola, and additional water features creating a true resort-style escape. The covered lanai offers the perfect space for year-round gatherings and indoor-outdoor living. The spacious primary suite is conveniently located on the main level and includes two walk-in closets and a spa-like bath with dual vanities, a glass-enclosed shower, and a jetted tub. There is a dedicated office/living room and a separate guest bedroom with a full nearby bath on the main level. Upstairs, two generously sized en-suite bedrooms offer great closet space, along with a versatile loft ideal for a playroom, gym, or media room. Enjoy evenings on the upstairs veranda overlooking the fenced backyard. Recent updates include a fresh exterior paint job and new flooring on the stairs, main-level guest bedroom, and loft. Ideally located near top-rated schools including Lake Brantley High, plus excellent dining, shopping, and major roadways for easy access throughout Central Florida. Don’t miss this remarkable home and be sure to view the virtual tour.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
2151 JUDITH PL, LONGWOOD, FL 32779
$799,000215 Days on yellowkey MLS ID: FC313733
1 Days Off yellowkey (back on 2/1/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2800 Built: 1988 Tax: $2,499 (2024)Community: Mandarin Sec 8Single Family
Taxes:$2,499
Remarks: Under contract-accepting backup offers. Your dream home just hit the market! Tucked away at the end of a quiet cul-de-sac, this stunning 5-bedroom, 3-bath retreat sits on an incredible 1.5+ acre lot—one of the most unique in the area! With a new roof and gutters (2025), HVAC (2023), and fully paid-off solar panels, this home blends comfort, efficiency, and peace of mind. Step inside to a freshly painted exterior, a cozy wood-burning fireplace, and a recently renovated owner's suite designed for pure relaxation. The open, light-filled layout invites connection and comfort, while the sprawling lot offers endless possibilities—build a second home, garden, or create your private backyard paradise. Plus, with no mandatory HOA, you have the freedom to make it truly yours. Enjoy the perfect blend of modern updates, space, and serenity—a one-of-a-kind Florida retreat ready to welcome you home.
Listing is courtesy of: WATSON REALTY CORP (386-246-9222)
Listing Agent: Sherron Skibo (301-526-1772)
276 W BAY AVE, LONGWOOD, FL 32750
$419,00018 Days on yellowkey MLS ID: O6405671
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1814 Built: 2018 Tax: $5,657 (2024)Community: LongwoodSingle Family
Taxes:$5,657
Remarks: Step into the timeless elegance of this beautifully crafted Victorian Home, newer construction home, perfectly nestled near the charming Historic District of Longwood. Designed to capture the character and warmth of a vintage Southern residence while offering the comfort and peace of mind of modern construction, this exceptional home was built in 2018 and showcases the best of both worlds. From the moment you arrive, you are welcomed by gorgeous, lush landscaping and an inviting front porch made for rocking chairs, morning coffee, and enjoying the gentle Florida breeze. The curb appeal radiates classic historic charm while the newer construction offers the efficiency, quality, and low-maintenance lifestyle today’s buyer’s desire. Inside, the open-concept great room is filled with natural light enhanced by beautiful Plantation shutters, decorative lighting fixtures, and rich wood-look flooring that flows throughout the living spaces. The kitchen is truly the heart of the home and a dream for the chef of the family, featuring bright white cabinetry, stunning Cecilia Luxe granite countertops, a designer backsplash with the perfect pop of color, and a stainless-steel appliance package. The thoughtfully designed first floor also offers a convenient half bath for guests and a spacious laundry room complete with a folding station. Upstairs, the elegant wood-lined staircase leads to the private owner’s retreat featuring abundant windows, beautiful flooring, and a spa-inspired bath with ivory cabinetry, dual sinks wrapped in rich granite, framed mirrors, charming farmhouse-style lighting, and an oversized walk-in shower accented with stone-style subway tile and thick glass enclosure. The secondary bedrooms are also located upstairs and feature stylish flooring and generous space. Additional highlights include a spacious two-car garage and an easily accessible shared driveway design. Electric Car Charger in the back of the home. Enjoy the rare opportunity to live close to Historic Downtown Longwood, boutique shopping, restaurants, Judy’s Dolls Shop, specialty stores, hospitals, and community conveniences. Ideally located just minutes from SR 434, US 17-92, I-4, Altamonte Mall, Whole Foods Market, and more, this central location makes commuting to Orlando attractions, airports, and Florida’s beautiful beaches incredibly convenient. If you are searching for a home that blends historic-inspired charm with modern luxury and peace of mind, this one-of-a-kind residence is where your dreams become reality.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
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