Location: Longwood
Keyword(s): Teague Middle
Keyword(s) Middle School: Teague Middle
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105 KILKENNY CT, LONGWOOD, FL 32779
$435,000Listed 04/02/2026 6:22PM MLS ID: O6387619
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1562 Built: 1975Monthly Fee: $23 Tax: $4,048 (2024)Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,048
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2024
Middle School: Teague Middle
Remarks: Welcome to 105 Kilkenny Ct and this beautifully updated Wekiva home nestled on a quiet cul-de-sac. Step inside this 3 bedroom 2 bath home with tile flooring, lots of natural lighting, cozy fireplace in the family room and a remodeled kitchen with new appliances and breakfast bar. Recent upgrades include: 2024 kitchen remodel, 2022 new roof, 2022 new A/C, 2022 new electrical panel, 2025 new sod and plants in the front and irrigation updated. Wekiva is known for it's location and lifestyle and is zoned for all the top rated Seminole County Schools. Wonderful Golf Community with a low HOA and the community offers tennis/pickleball courts, playgrounds and a community room. Central Florida living at its best with easy access to I-4, 436 and Wekiva Springs State Park. Call for your private showing today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jackie Hopkins (407-970-5170)
121 GOLF CLUB DR, LONGWOOD, FL 32779
$375,0001 Day on yellowkey MLS ID: O6395212
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2107 Built: 1983Monthly Fee: $622 Tax: $2,778 (2024)Community: Wekiva Country ClubCondo
Taxes:$2,778
Remarks: Discover the perfect blend of space, style, and location in this beautifully updated townhome-style condominium featuring an oversized garage and a highly desirable first-floor primary suite. Soaring ceilings create an airy, open feel, enhanced by a dramatic floor-to-ceiling fireplace and a striking mirror accent wall, while the enclosed lanai adds additional living space to relax or entertain. The versatile loft offers endless possibilities for a home office, library or fitness nook. Enjoy stainless steel appliances, a charming front patio perfect for morning coffee, and access to a refreshing community pool. Ideally situated within walking distance to shopping, dining, and the Seminole County Public Library West Branch, and just minutes from outdoor adventures at Wekiwa Springs State Park and golf at Wekiva Golf Club, this home offers the lifestyle you’ve been looking for in one of the area’s most sought-after communities.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
342 COBLE DR, LONGWOOD, FL 32779
$548,00059 Days on yellowkey MLS ID: O6379074
REDUCED by $1,000 (0.2%) on 04/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $23 Tax: $2,766 (2024)Community: Wekiva Hills Sec 04Single Family
Taxes:$2,766
Remarks: One or more photo(s) has been virtually staged. Welcome to your own private poolside oasis in the heart of Wekiva Hills! This stunning 3BR/2BA home delivers immediate wow-factor with soaring ceilings, skylights that bathe the interior in natural light, and a dramatic stone fireplace that anchors the living space with warmth and character. The charming formal dining room overlooks the living room, creating the perfect backdrop for memorable dinners and effortless entertaining. The beautifully updated kitchen blends style and function with modern finishes, a spacious walk-in pantry, and a bright, cheerful breakfast nook. Upstairs, the airy primary suite feels like a retreat—complete with additional skylights, a versatile sitting area, generous closet space, and an updated ensuite bath. Step outside and the magic continues. A delightful screened patio opens to your sparkling private pool surrounded by lush landscaping. A 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. New Flooring 2023. Kitchen fully remodeled 2016. Fence installed 2023. With thoughtful updates, open design, and peaceful setting, this Wekiva Hills gem offers the true Florida lifestyle. Don’t miss your chance—schedule your private tour today!
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Veronica Parker (407-718-6983)
153 DUNCAN TRL, LONGWOOD, FL 32779
$515,00022 Days on yellowkey MLS ID: O6388268
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 1978Monthly Fee: $22 Tax: $4,477 (2024)Community: Wekiva Hills Sec 07Single Family
Taxes:$4,477
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! If you skipped this one due to flood zone...don’t. No history of flooding + low premium available, this one-of-a-kind home delivers exceptional value in one of Longwood’s most established and peaceful communities. Welcome to 153 Duncan Trail, your private retreat surrounded by nature with separation of space ideal for modern living. Situated on a generous ¼-acre lot with no rear neighbors. Not your typical Longwood home…From the moment you step inside, the home reveals its personality. The main living room is centered around a charming fireplace, creating a warm focal point before the space opens seamlessly to the backyard deck—perfect for both quiet evenings and entertaining. The remodeled kitchen (2017) flows comfortably alongside the dining area, where the elevated dining space overlooks the living areas below, adding architectural interest and a sense of openness. A spacious dinette and dedicated laundry room with washer and dryer enhance everyday convenience. The thoughtfully designed three-level layout creates natural separation between living and resting spaces. Two bedrooms are located on the lower level, while the oversized primary suite occupies the upper level, offering a true private retreat. This expansive space allows for a sitting area, workspace, or reading nook, and features a sliding door that opens to an elevated outdoor view above the covered porch an unexpected detail that brings in natural light and a peaceful connection to the outdoors. Step outside and continue the experience. An enclosed back porch with ample storage leads to an open deck surrounded by nature, ideal for morning coffee or evening relaxation. The backyard also features a dedicated fire-pit area and backs up to lush conservation, creating a tranquil natural backdrop. There is even potential to further enhance this connection by adding direct access from the patio area to the conservation behind the home. Major updates provide peace of mind, including a new architectural roof and gutters (2024), full PEX repiping (2024), Carrier A/C system (2022), water heater (2020), and recently serviced systems (summer 2025). Additional updates include remodeled bathrooms (2017) and fresh interior paint (2025). The two-car garage stands out with its epoxy flooring and built-in workbench—perfect for projects, storage, or an organized workspace. Homes like this delivers something truly rare: space, privacy, architectural character, and long-term value, now at an even more attractive price. Schedule your private showing and experience the difference for yourself.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Liliana Lamadrid Sierra (321-527-4357)
302 NEEDLES TRL, LONGWOOD, FL 32779
$514,00030 Days on yellowkey MLS ID: O6386794
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1981Monthly Fee: $23 Tax: $2,619 (2024)Community: Wekiva Club Estates Sec 08Single Family
Taxes:$2,619
Remarks: ***ROOF WILL BE REPLACED WITH A FULL PRICED OFFER*** Don't miss this 4-bed pool home in Wekiva Club Estates with over 2100 square feet and a true split bedroom layout at 302 Needles Trail in Longwood, FL. Enjoy a fenced .24 acre lot and a screened pool with paver decking near Wekiva’s scenic trail system. This home is designed for comfortable Florida living. The split floor plan places the spacious primary suite privately on one side of the home, complete with French door access to your own pool oasis, an ensuite bathroom featuring dual vanities, a walk in shower, and a large walk in closet. Bedrooms two through four are situated on the opposite side and share a convenient pool bath with direct outdoor access, making entertaining effortless. The kitchen is equipped with stainless steel appliances and a breakfast nook perfect for your morning coffee. Outside, enjoy a fully fenced .24 acre lot, a caged in pool, and paver decking ideal for gatherings or quiet evenings at home. Just beyond the backyard, access Wekiva’s scenic walking trails and experience the outdoor lifestyle this community is known for. Residents enjoy proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, along with zoning for top rated Seminole County schools. With nearby Publix, dining, parks, and shopping, plus access to two community parks, a community center, and 26 miles of trails surrounding the Wekiva Golf Course, this home offers an exceptional balance of lifestyle and location. Discover why this 4-bed pool home in Wekiva Club Estates stands out in Longwood.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
283 LAKAY PL, LONGWOOD, FL 32779
$869,00024 Days on yellowkey MLS ID: O6389639
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3596 Built: 2004Monthly Fee: $169 Tax: $6,719 (2024)Community: Terra OaksSingle Family
Taxes:$6,719
Remarks: 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)
3996 RADLEY CT #3996, LONGWOOD, FL 32779
$250,000142 Days on yellowkey MLS ID: O6358122
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1427 Built: 1988Monthly Fee: $522 Tax: $2,453 (2025)Community: Wekiva Hunt Club CondoCondo
Taxes:$2,453
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Do not miss this excellent opportunity to buy the best priced unit in nicest condo complex in Wekiva! Light and bright 2 bedroom, 2 bath condo in the highly desirable Wekiva Hunt Club community is now available. This second floor unit overlooks the lush gardens and welcoming pool. The view from the screened porch is both private and serene. This condo neighborhood is unique with its landscaped courtyards and private staircases to the upstairs condos. All gives a welcoming feeling of a vacation resort! Come inside to an open and spacious floorplan with vaulted ceilings. The great room includes a wood burning fireplace for those winter evenings, along with a built in wet bar for entertaining. A well designed split plan places the bedrooms with ultimate privacy in mind. All appliances stay including the washer and dryer. Parking is no problem here with a private garage for each unit and guest parking just across the courtyard. For those who want an easy lifestyle, the HOA covers the pool, lawn, exterior maintenance along with your cable TV. Wekiva is a picturesque and beautiful area of Longwood with 23 miles of wooded trails, a golf course, pickle ball courts, tennis courts and a community center. Wekiva Springs State Park is close by as well. Excellent Schools too! Come and embrace the easy Florida lifestyle of Wekiva Hunt Club!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Dee Morgan (407-616-5526)
140 W YORK CT, LONGWOOD, FL 32779
$454,000187 Days on yellowkey MLS ID: O6345743
3 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2047 Built: 1981Monthly Fee: $22 Tax: $1,861 (2024)Community: Wekiva Golf Villas Sec 2Single Family
Taxes:$1,861
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to a home that feels like it was waiting for you. Tucked into a quiet corner lot beneath mature trees and golden afternoon light, this 4-bedroom, 2.5-bath retreat offers more than space—it offers serenity. Step inside and feel the warmth of a wood-burning fireplace anchoring the great room, where laughter echoes and memories unfold. The kitchen invites morning coffee in the breakfast nook, while the formal dining room sets the stage for holiday dinners and heartfelt conversations. Upstairs, the primary suite becomes your sanctuary—private, peaceful, and filled with soft natural light. Three additional bedrooms offer flexibility for growing families, creative spaces, or welcoming guests. Outside, pool and covered lanai create the perfect backdrop for weekend barbecues, quiet evenings, and everything in between. With over 2,000 square feet of living space, a finished two-car garage, and a location just steps from Wekiva Golf Club, this home blends comfort, charm, and convenience. And with its placement in a low-risk flood zone, you’ll enjoy peace of mind alongside everyday beauty. This isn’t just a house—it’s the next chapter of your story.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Nahed Georgy (407-951-2023)
307 COBLE DR, LONGWOOD, FL 32779
$475,00044 Days on yellowkey MLS ID: O6380947
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1987 Built: 1978Monthly Fee: $23 Tax: $5,763 (2024)Community: Wekiva Hills Sec 04Single Family
Taxes:$5,763
Remarks: Welcome to 307 Coble Drive, a thoughtfully updated 4-bedroom, 2-bath residence in the desirable Wekiva community. Situated on almost a 1/4 acre lot, this home delivers a balanced mix of comfort, functionality, and outdoor enjoyment. Recent improvements provide lasting value and peace of mind, including waterproof vinyl flooring installed throughout in 2024, a resurfaced and retiled pool in 2024, beautifully renovated bathrooms completed in 2024, updated light fixtures, and a freshly painted interior in 2025. The layout features two spacious living areas, offering flexibility for entertaining or creating distinct gathering spaces. The expansive covered patio has been enhanced with new siding and woodwork in 2024, creating an inviting setting for year round outdoor living beside your private pool. Just beyond the backyard, enjoy access to Wekiva’s scenic walking trails. Enjoy unbeatable proximity to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, ideal for outdoor enthusiasts. Zoned for top rated Seminole County schools and conveniently close to Publix, local parks, dining, and shopping, this home offers an exceptional balance of lifestyle and location. As part of the Wekiva community, residents enjoy access to two parks, a community center, and 26 miles of walking trails surrounding the Wekiva Golf Course. This home is ready for its next chapter.
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