Location: Longwood
Keyword(s): Teague Middle
Keyword(s) Middle School: Teague Middle
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110 WHITLEY BAY LN, LONGWOOD, FL 32779
$524,99018 Days on yellowkey MLS ID: O6393203
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1984Monthly Fee: $125 Tax: $2,352 (2025)Community: Wekiva Cove Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,352
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
Remarks: RARE OPPORTUNITY! Tucked away on a quiet cul-de-sac in the highly desirable Wekiva Cove community, this updated lakeside cottage-style home offers a rare opportunity to enjoy peaceful living with stunning sunset views over Sand Lake. From the moment you arrive, the charm is undeniable, surrounded by mature oak and palm trees, lush landscaping, and a setting that feels like a private retreat. Step outside to your spacious deck and private paver patio with fire pit, perfect for relaxing, entertaining, or simply taking in the breathtaking lake views. Enjoy easy access to the community dock, where you can launch your paddle board and soak in the refreshing lake breeze. Inside, the home blends warmth and style with an open floor plan, soaring vaulted ceilings, and rich dark Hemingway-style flooring throughout. A cozy fireplace anchors the living space, while the bright sunroom is filled with natural light and serene lake views, creating the perfect place to relax year-round. The flexible layout includes 3 bedrooms and 2 bathrooms, with one space ideal as a peaceful zen den or yoga retreat. A private terrace off the secondary bedroom adds an extra layer of charm and privacy. Beyond the home, enjoy direct access to community amenities right from your backyard including the residents’ clubhouse, pool, playground, tennis courts, and baseball field. Zoned for excellent schools and located in one of Central Florida’s most beloved neighborhoods, this home truly offers the best of both lifestyle and location. Recent updates include a roof (2021) and water heater (2022) for added peace of mind. ALL appliances are also included. Come experience the beauty, tranquility, and charm for yourself and imagine the memories waiting to be made here. From morning coffee by the water to unforgettable sunset evenings, this is more than a home, it’s a lifestyle ready to be yours. Call to schedule your private tour today!
Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)
Listing Agent: Caroline Beck (407-312-3281)
283 LAKAY PL, LONGWOOD, FL 32779
$825,00081 Days on yellowkey MLS ID: O6389639
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
Tax Year: 2024
Remarks: 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)
2040 E TRIANGLE DR, LONGWOOD, FL 32779
$340,00018 Days on yellowkey MLS ID: O6406274
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1283 Built: 1985Monthly Fee: $28 Tax: $3,449 (2024)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$3,449
Remarks: Beautiful opportunity in the highly desirable Longwood area, perfectly located just minutes from Lake Brantley! This charming 3-bedroom, 2-bath home backs up to a peaceful conservation area, offering added privacy with no rear neighbors. Perfect for first-time homebuyers, investors, or anyone seeking affordable living in a prime location. Featuring a 4-year-old roof, granite countertops, stainless steel appliances, included washer and dryer, and a cozy wood-burning fireplace, this home blends modern updates with everyday comfort. The optional HOA provides access to an incredible lifestyle package with private access to Lake Brantley, including a boat ramp, fishing, playground, and pavilion—perfect for enjoying Florida living year-round. Located in an AE flood zone, flood insurance is required; however, the current owners pay just $2,790 annually for homeowners insurance including flood coverage, making ownership more affordable than expected. Conveniently located near shopping, dining, major roadways, and top-rated Seminole County schools, this property offers outstanding potential as a primary residence, rental property, or long-term investment. Don’t miss this chance to own a private, well-maintained home with exceptional amenities and value in one of Longwood’s most desirable communities. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Brenda Feliciani (407-405-0931)
612 ROGUE DR, LONGWOOD, FL 32779
$349,90028 Days on yellowkey MLS ID: O6404320
INCREASED by $900 (0.3%) on 05/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1438 Built: 2005Monthly Fee: $435 Tax: $3,127 (2024)Community: Highcroft Pointe TwnhmsTownhouse
Taxes:$3,127
Elementary School: Sabal Point Elementary
High School: Lyman High
Remarks: Welcome to refined, low maintenance living in one of Longwood’s most desirable gated communities, just moments from the natural beauty of Wekiva Springs. This beautifully appointed 3 bedroom, 2.5 bath residence offers 1,438 square feet of thoughtfully designed living space, where an open concept layout creates a seamless flow between living, dining, and kitchen areas ideal for both relaxed living and effortless entertaining. The home features a spacious two car garage and a well planned upstairs retreat, where the primary suite and secondary bedrooms are positioned for comfort and privacy. Perfectly situated near upscale dining, boutique shopping, and scenic outdoor trails, this property delivers a rare blend of location, lifestyle, and convenience. An exceptional opportunity at this price
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Monte Mohr (888-883-8509)
3322 CANYON GRAND PT, LONGWOOD, FL 32779
$725,00092 Days on yellowkey MLS ID: O6385555
1 Days Off yellowkey (back on 5/8/2026)
REDUCED by $44,000 (5.7%) on 04/20/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2707 Built: 2021Monthly Fee: $197 Tax: $8,263 (2024)Community: Retreat At Lake BrantleySpa: NoSingle Family
Taxes:$8,263
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Picture this… You’re driving through the gates, and it just feels different. Neighbors wave as they pass. Kids are riding bikes, laughter carrying through the air. There’s a group playing a homerun derby game down the street, and it’s the kind of place where people actually know each other - where weekends turn into impromptu get-togethers and evenings slow down just enough to enjoy them. Welcome to the kind of neighborhood people hope to land in - and rarely leave. Now imagine pulling into your own driveway. This 4-bedroom, 4-bath retreat in the highly sought-after Retreat at Lake Brantley isn’t just a home - it’s your place within it all. You walk inside and immediately feel the space open up - natural light pouring in, high ceilings, and a layout that just works. Everything flows effortlessly, whether it’s a quiet morning coffee or hosting friends on a Friday night. The kitchen is where everyone ends up - designed to be both beautiful and functional, with plenty of room to gather, cook, and connect. The primary suite becomes your reset button - a calm, private space to unwind at the end of the day. And every bathroom? Finished with the kind of detail that makes daily life feel just a little more elevated. Out back, the possibilities open up even more. Picture summer dinners outside, kids playing until the sun goes down, or finally building that dream pool you’ve been thinking about. And beyond your front door - you’ve got private access to Lake Brantley, a gated sense of security, top-rated Seminole County schools, and everything you need just minutes away. This isn’t just about the home itself. It’s about the life that comes with it. The kind people wait for. The kind people talk about. And the kind that doesn’t come available often.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Danielle Pensala (407-529-5752)
236 DUNCAN TRL, LONGWOOD, FL 32779
$395,00057 Days on yellowkey MLS ID: C7524258
REDUCED by $5,000 (1.3%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1853 Built: 1979Monthly Fee: $23 Tax: $5,495 (2025)Community: Wekiva Hills Sec 08Single Family
Taxes:$5,495
Remarks: Discover this spacious 3 bedroom, 2 bathroom home offering 1,853 sq ft of comfortable living space. The well-designed layout features generous living and dining areas that flow seamlessly into the kitchen, creating a great space for everyday living and entertaining. The primary suite includes a private bathroom and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
490 WEKIVA COVE RD, LONGWOOD, FL 32779
$579,00032 Days on yellowkey MLS ID: O6401936
1 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2335 Built: 1985Monthly Fee: $125 Tax: $3,045 (2025)Community: Wekiva Cove Ph 3Spa: NoSingle Family
Taxes:$3,045
Remarks: Under contract-accepting backup offers. Welcome home to this BEAUTIFULLY UPDATED 3-bedroom, 2-bath residence with a spacious office/den, thoughtfully remodeled with a tasteful design that blends comfort and style throughout. From the moment you step inside, you’ll notice the bright, open floor plan filled with natural light, enhanced by soaring vaulted ceilings and skylights that create an airy, inviting atmosphere. The living area features a real wood-burning fireplace with a charming brick detail, adding warmth and character, while sliding glass doors in both the living room and kitchen seamlessly connect indoor and outdoor living. The living room showcases TRIFOLD SLIDERS that open fully, and the primary suite features BIFOLD SLIDERS, creating a true indoor-outdoor experience. The home showcases stunning tile flooring that looks like real wood, offering both durability and modern appeal. At the heart of the home, the COMPLETELY REMODELED KITCHEN shines with real wood cabinetry, elegant QUARTZ COUNTERTOPS, stainless steel appliances, a DOUBLE OVEN, and a classic subway tile backsplash—perfect for everyday living and entertaining. A dedicated formal dining room provides the ideal space for gatherings, and the spacious interior laundry room with custom cabinetry adds both convenience and functionality. The guest bathroom has been fully remodeled, while the primary suite offers a relaxing retreat complete with a soaking tub and separate shower. Step outside to your private backyard oasis featuring a SPARKLING SALTWATER POOL, along with a covered back patio and deck—perfect for relaxing or hosting year-round. The fully fenced yard offers privacy and plenty of space to enjoy outdoor living, beautifully complemented by spacious front and back patios. An oversized two-car garage provides ample storage and convenience. This home has been meticulously maintained with major upgrades including a 2018 roof and skylights, 2018 fence, 2019 exterior repaint, full home replumbing in 2022, 2022 updates to flooring, guest bedrooms, bathroom, and ceilings, and a 2023 kitchen and laundry remodel, along with a new AC unit, Hot water heater, and alarm system for added peace of mind. Located in a highly desirable community, residents enjoy access to a clubhouse, dock overlooking the scenic Wekiva Cove pond, playground, community pool, and TENNIS & PICKLEBALL COURTS, and more. With its prime location in top-rated school zones and close proximity to major roadways, shopping, and dining, this home truly has it all—MODERN UPGRADES, a spacious layout, and an incredible community. Don’t miss your opportunity to make it yours!
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Amber Zinno Adams (407-696-7908)
2471 JENNIFER HOPE BLVD, LONGWOOD, FL 32779
$2,250,000100 Days on yellowkey MLS ID: O6379950
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3788 Built: 1984Monthly Fee: $58 Tax: $14,473 (2024)Community: Jennifer EstatesSpa: YesSingle Family
Taxes:$14,473
Remarks: This luxury lakefront estate on Lake Brantley delivers the ultimate Central Florida waterfront lifestyle. Originally built in the 1980s and completely reimagined, the home features a new roof (2020), fully repiped plumbing, natural gas, a new gas water heater, and dual HVAC systems (2018). Interior upgrades include a brand-new chef’s kitchen with 42” cabinetry, Cambria quartz countertops, double wall ovens, cooktop with pot filler, under-counter microwave, wine refrigerator, and premium appliances. An oversized island and dining area that was meant for entertaining. All bathrooms have been remodeled down to the studs. High-impact PGT windows and sliders, high-end wood flooring in the bedrooms, large-format tile everywhere else. The tongue-and-groove porch ceilings, both upstairs and down, elevate the modern coastal design. The downstairs game room includes a wetbar, pool table, and views of the lake. The additional downstairs bedroom is oversized and provides flexible living space. Outdoor living is unmatched: refinished pool (2021), new pool equipment, custom-built wood-fired pizza oven, built-in grill station, whole-home audio (inside and out), multi-camera security, 24’ x 40’ putting green, and 30’ x 40’ basketball court, fire pit with sitting area, and sandy beaches. The rebuilt dock, boathouse, and 7,500-lb boat lift provide turnkey access to this 287-acre private, spring-fed lake - ideal for wake surfing, boating, paddle boarding, and fishing. This is a rare opportunity to own a turnkey direct frontage home on one of Longwood’s most sought-after lakes. Resort-style living. Fully upgraded. Move-in ready. Make your appointment to take a look today.
121 GOLF CLUB DR, LONGWOOD, FL 32779
$375,00059 Days on yellowkey MLS ID: O6395212
1 Days Off yellowkey (back on 4/29/2026)
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: Under contract-accepting backup offers. 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. Roof 2025, Exterior Painting scheduled for 2026, HVAC replaced 2020.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
111 ESSEX DR, LONGWOOD, FL 32779
$527,00044 Days on yellowkey MLS ID: S5147985
1 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1978Monthly Fee: $23 Tax: $5,475 (2024)Community: Wekiva Hunt Club 2 Fox Hunt Sec 2Spa: NoSingle Family
Taxes:$5,475
Remarks: Under contract-accepting backup offers. Set within a highly desirable Longwood community, this 4-bedroom, 2-bath pool home offers a blend of comfort, thoughtful updates, and a lifestyle centered around both convenience and the outdoors. Inside, the layout is designed with intention. A split-bedroom floor plan creates separation and privacy, while the main living areas feel open and connected under vaulted ceilings with plenty of natural light. Recent improvements—including new flooring, fresh interior paint, and updated appliances—give the home a clean, modern feel from the start. The living space extends effortlessly outdoors, where a screened-in pool and patio create the perfect setting for relaxing afternoons or hosting friends. Native Florida landscaping surrounds the home, providing a beautiful, low-maintenance environment that fits seamlessly with the natural surroundings. The fully fenced backyard, along with an open easement behind the property, adds an extra sense of space and privacy. Practical features set this home apart, including an oversized 2-car garage with ample extra space, perfect for a workshop, additional storage, or hobby area., and a generator hookup already in place for added peace of mind. Beyond the home itself, the location truly stands out. You’re just minutes from Wekiva Springs State Park, known for its crystal-clear springs, kayaking, and scenic trails. The neighborhood also offers its own parks and walking paths, making it easy to enjoy the outdoors right at home. Plus, Wekiva Elementary—one of the area’s most sought-after schools—is just a short walk away. With easy access to shopping, dining, and major commuter routes, this home offers a well-rounded lifestyle in a location that continues to be in high demand.
Listing is courtesy of: LAROCQUE & CO., REALTORS (321-631-3715)
Listing Agent: Melissa Berge (321-501-1612)
420 W WEKIVA TRL, LONGWOOD, FL 32779
$448,00042 Days on yellowkey MLS ID: O6398480
0 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1787 Built: 1978Monthly Fee: $21 Tax: $4,216 (2025)Community: Wekiva Hills Sec 06Single Family
Taxes:$4,216
Remarks: Under contract-accepting backup offers. A RARE opportunity in Wekiva awaits! Every major update has already been thoughtfully completed—offering a level of ease, confidence, and comfort that’s increasingly hard to find. Ideally positioned directly across from the Wekiva Golf Club, this light-filled three-bedroom, two-bath residence pairs meaningful upgrades with a warm, functional layout designed for modern living. Inside, an open and airy floor plan creates effortless flow between living spaces, with natural light pouring in and highlighting the striking stone fireplace—a true centerpiece that brings both character and comfort. Soft, neutral tones throughout provide a refined and versatile backdrop, ready to complement any style. The primary suite offers a standout feature: a private office just off the bathroom. Whether working remotely, creating, or simply seeking a quiet retreat, this flexible space adds a layer of intentional living that today’s buyers value. Major system updates include a 2023 roof, 2023 hurricane-impact windows. The HVAC system is scheduled for replacement, with installation pending by a licensed Florida contractor and expected to be completed in April—offering added peace of mind. Additional improvements continue throughout, including a brand-new kitchen refrigerator (2025), a second newer garage refrigerator (within the past two years), updated washer and dryer, and a newer garage door enhancing both convenience and curb appeal. For added confidence, a recent four-point inspection has already been completed. Outdoors, a fully fenced backyard invites year-round enjoyment, complete with a screened-in porch and spacious patio—ideal for relaxing, entertaining, or embracing the Florida lifestyle with ease. Set within the established and highly desirable Wekiva Springs community, just moments from parks, trails, and everyday conveniences, this home offers a rare combination of thoughtful upgrades, flexible living, and true move-in-ready appeal. This opportunity will not last!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Sarah Tomlinson (407-721-7823)
105 DURHAM PL #105, LONGWOOD, FL 32779
$250,00051 Days on yellowkey MLS ID: O6397452
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1990 Tax: $3,559 (2024)Community: Wekiva Hunt Club CondoCondo
Taxes:$3,559
Remarks: Discover 105 Durham Place, a 2-bedroom, 2-bathroom condo in the sought-after Wekiva community, surrounded by the scenic Wekiva Golf Course and a wide range of amenities. This well-kept second-floor unit welcomes you with a covered front porch that opens into a bright foyer and an open layout with vaulted ceilings. The kitchen sits just off the entry and features stainless steel appliances, plantation shutters, and a sunny breakfast nook overlooking the courtyard, offering a calm and inviting start to your day. The spacious living and dining area includes a built-in bar and a wood-burning fireplace, creating a comfortable space for both relaxing and entertaining. Sliding glass doors lead to a private screened porch, perfect for morning coffee or evening downtime. The primary suite includes a large walk-in shower and direct access to the porch. The second bedroom, located at the front of the home, offers a walk-in closet and easy access to the second full bathroom. Condo fees include internet and cable, adding everyday convenience. Residents enjoy access to more than 145 acres of green space, with seven parks, 25 miles of walking and biking trails, tennis and pickleball courts, playgrounds, and scenic ponds. Zoned for highly rated schools including Wekiva Elementary School and Lake Brantley High School, this home offers a balanced lifestyle with comfort, recreation, and location all in one.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
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