Location: Longwood
Do Not Show Listings
4102 CLUBSIDE DR ##4102, LONGWOOD, FL 32779
$222,000247 Days on yellowkey MLS ID: O6335868
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 1984Monthly Fee: $488 Tax: $1,976 (2024)Community: Clubside At Sabal Point A CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,976
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Spacious 2-Bedroom Corner Unit in Clubside at Sabal Point – Private, Updated & Move-In Ready! Welcome to this beautifully updated first-floor corner unit condo located in the highly sought-after Clubside at Sabal Point community in Longwood! This light-filled home offers the perfect blend of privacy, comfort, and convenience. Step inside to find a spacious open floor plan with new flooring and fresh interior paint throughout. The thoughtful split-bedroom layout features two generously sized master suites, each with its own private full bathroom and large walk-in closet—ideal for roommates, guests, or multi-generational living. Enjoy the serenity of having no rear neighbors and unwind in your private screened-in back porch, perfect for morning coffee or evening relaxation. 2019 HVAC system, ensuring year-round comfort. This home is truly move-in ready! Community amenities include a sparkling pool, tennis court, fitness center, clubhouse, and ground maintenance—all designed to enhance your lifestyle without the hassle. Conveniently located close to shopping centers, restaurants, top-rated schools, and just minutes from the natural beauty of Wekiva Springs State Park. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this condo has it all. Don’t miss out—schedule your private showing today
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
3311 HORSESHOE BEND CT, LONGWOOD, FL 32779
$1,725,000106 Days on yellowkey MLS ID: O6370391
2 Days Off yellowkey (back on 4/18/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6259 Built: 2002Monthly Fee: $353 Tax: $19,471 (2025)Community: Alaqua Lakes Ph 3Spa: YesSingle Family
Taxes:$19,471
Elementary School: Heathrow Elementary
High School: Lake Mary High
Tax Year: 2025
Middle School: Markham Woods Middle
Remarks: One or more photo(s) has been virtually staged. Experience the pinnacle of luxury living in the guard-gated community of Alaqua Lakes, one of Longwood’s most coveted enclaves, ideally situated between Heathrow and Lake Mary, where Central Florida’s elite reside, work, and thrive. This two-story estate offers 5 bedrooms, 7 bathrooms, over 6,300 square feet, and is set on more than half an acre with exceptional privacy and curb appeal. A circular paver driveway, oversized three-car garage, and fully fenced backyard frame the home’s timeless elegance and grand scale. Meticulously maintained and extensively upgraded, recent improvements include over $28,000 in roof enhancements, three brand-new HVAC systems (2024) plus a newer fourth unit, Google Nest thermostats, whole-home surge protection and an Orbi mesh WiFi system providing strong, seamless coverage throughout. Inside, fresh designer paint, upgraded luxury vinyl flooring, and energy-efficient LED lighting enhance the home’s refined interiors. Formal living and dining rooms create an elegant setting for entertaining, while a dedicated private office offers a quiet workspace. The inviting family room features a gas fireplace and flows effortlessly into the expansive chef’s kitchen, complete with a large island, walk-in pantry, stone countertops, glass tile backsplash and updated cooking appliances—perfect for gatherings of any size. The primary suite is a true retreat, offering dual walk-in closets, private pool access, and a spa-inspired bath with soaking tub, split vanities, separate makeup area, and modern finishes. Upstairs, a private home theater provides an exceptional space for entertainment and relaxation. Step outside to a resort-style backyard oasis featuring a sparkling pool and spa, new pump and heater, stainless steel LED fixtures, refreshed pavers, and a fully equipped outdoor kitchen—all accented by custom LED lighting that automatically illuminates at dusk. A beautifully updated front fountain with a new underground reservoir adds a serene finishing touch to the home’s impressive curb appeal. Residents of Alaqua Lakes enjoy 24-hour guarded security and access to a 7-acre private park, resort-style pool, tennis courts, basketball court, playground, and more—along with proximity to top-rated Seminole County schools, championship golf, fine dining, and major highways. This move-in-ready estate seamlessly blends timeless sophistication with modern upgrades—offering exceptional indoor-outdoor Florida living in one of Central Florida’s premier luxury communities.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Hussein Kermalli (914-661-9646)
151 SPRINGWOOD CIR #C, LONGWOOD, FL 32750
$150,00010 Days on yellowkey MLS ID: O6397471
REDUCED by $10,000 (6.3%) on 04/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1020 Built: 1973 Tax: $2,122 (2024)Community: Springwood VillageCondo
Taxes:$2,122
Elementary School: Altamonte Elementary
Remarks: This updated 2-bedroom condo in Longwood near I-4 delivers a bright end-unit layout, stylish finishes, and peaceful wooded views in Springwood Village. Enjoy low-maintenance living with strong community amenities and quick access to major roads, shopping, and dining. This end unit features an open floor plan with modern upgrades throughout. The kitchen showcases white shaker wood cabinets with soft-close doors and drawers, quartz countertops, subway tile backsplash, stainless hardware, and a seeded glass light fixture. Appliances include glass-top self-cleaning stove dishwasher and refridgerator. Shiplap accent walls add character to the kitchen, dining area, and bathroom, complemented by upgraded baseboards. Luxury vinyl wood-look flooring runs through the main living areas, while both bedrooms offer plush carpeting with an extra thick moisture guard pad. The bathroom features a granite vanity top and glassed in shower and modern fixtures. Step outside to your private balcony overlooking a tranquil wooded alcove with mature pine trees, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Springwood Village offers an affordable HOA that includes water, garbage pickup, on-site management, maintenance, and security. Residents enjoy two swimming pools, a clubhouse with gym and party room, lighted tennis court, basketball half court, multiple laundry facilities, and bike storage.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$554,80023 Days on yellowkey MLS ID: O6394368
0 Days Off yellowkey (back on 4/18/2026)
REDUCED by $13,200 (2.3%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 1974Monthly Fee: $54 Tax: $2,374 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$2,374
High School: Lake Brantley High
Remarks: Under contract-accepting backup offers. Welcome to 601 Fox Valley Drive & & PLEASE VIEW THE DIGITAL WALK THRU VIDEO. This much loved home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized fenced corner homesite with abundant native landscaping, this .41 acre property offers exceptional privacy and curb appeal. This handsome 4-bedroom, 2-bath pool home features an oversized garage and a wide brick-paver driveway, providing ample parking and storage. Designed with both comfort and functionality in mind, the home offers two inviting front entrances connected by charming brick-paver walkways. A covered front porch entry leads directly to the utility room and kitchen, while the formal entry opens to a tiled foyer that flows seamlessly into the living room, complete with vaulted ceilings and French doors leading to the pool and covered lanai. The foyer also connects to a cozy family room with a corner wood-burning fireplace w/ sliders accessing the porch the rear porch. The beautiful dining room has crown molding & wood floors.—each space features rich wood flooring and elegant plantation shutters. The thoughtfully designed floorplan provides a natural flow ideal for both everyday living and entertaining. The updated island kitchen is a standout, showcasing granite countertops, abundant cabinetry, tile backsplash, under-cabinet lighting, and stainless steel appliances. Enjoy flexible dining options with breakfast nook, formal dining room, or the expansive screened lanai accessible thru glass sliders from kitchen—perfect for morning coffee while overlooking the pool & serene natural views. Step outside to your private backyard retreat, featuring a pool with long lasting Pebble Tec finish + a deep end for diving invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen, offering four spacious bedrooms and a large hall bath that also serves as a pool bath. The primary suite features an ensuite bath with a stunning oversized shower and a unique atrium-style design with a glass wall and private planting area, creating a spa-like outdoor ambiance. Additional highlights include energy-efficient windows and doors, electric service panel & breaker boxes replaced in 2026, roof replaced in Dec. 2017 & Trane A/C replaced in 2016, all baths & the rear covered porch have tile floors, and the home has plantation shutters throughout on all windows & kitchen & family room sliders. Enjoy the Low HOA dues offering the unmatched lifestyle of Sweetwater Oaks with exclusive resort style resident amenities including tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, a sandy beach on Lake Brantley, sand volleyball, fishing dock, soccer and baseball fields, canoeing & kayaking on the Wekiva River, and a private boat ramp to large & skiable Lake Brantley. Conveniently located near top-rated Seminole County schools and just minutes from Altamonte Mall, hospitals, restaurants, and Wekiva Springs State Park—this home truly has it all. WELCOME HOME!!!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,0002 Days on yellowkey MLS ID: O6399964
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7696 Built: 1990Monthly Fee: $104 Tax: $11,667 (2024)Community: Wingfield Reserve Ph 3Spa: YesSingle Family
Taxes:$11,667
Elementary School: Woodlands Elementary
Remarks: Set at the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale, and natural serenity within the coveted Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduces a dramatic arrival, where a grand porte cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass, and abundant natural light. A striking five-foot by eight-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for both grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family, and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between the kitchen and family room. The chef’s kitchen is a true showpiece, featuring Wolf appliances, built-in refrigeration, and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library, or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its own laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are perfectly paired with Seminole County’s most desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches, and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
451 STANTON PL, LONGWOOD, FL 32779
$334,9004 Days on yellowkey MLS ID: O6398813
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1682 Built: 1983Monthly Fee: $510 Tax: $3,425 (2024)Community: Governors Point Ph 1Townhouse
Taxes:$3,425
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to Governor’s Point, a highly sought-after community in Wekiva, located in Longwood. This charming 3-bedroom, 2.5-bath home offers the perfect blend of style, comfort, and modern upgrades. The main living area features soaring ceilings, abundant natural light, a cozy wood burning fireplace for relaxing evenings, and luxury vinyl flooring throughout the downstairs. Roller shades have been installed on the first-floor sliding glass doors for added convenience and style. All bedrooms are equipped with plantation shutters and double-pane, hurricane-resistant windows. The kitchen offers ample storage cabinets and counter space making it both functional and inviting. Additional upgrades include a hurricane-resistant window in the living room, gutters installed at the front and back of the home, and a newer wood deck—perfect for outdoor enjoyment. Step outside to the private patio and enjoy the breeze and natural surroundings, ideal for entertaining family and friends. The roof was replaced in 2021, the A/C system in 2022, and both skylights feature 90% UV protection. This centrally located community is just a short drive to Wekiwa Springs State Park and minutes from shopping, dining, and major highways. The HOA provides exceptional value, covering exterior maintenance, irrigation, pest control, termite bond, cable, internet, and full access to amenities including a pool, tennis court, playground, and scenic trails. The home is zoned for top-rated schools, including Rock Lake Middle School and Lake Brantley High School. Rear deck hard wired flood light surveillance camera will convey. KITCHEN AND COMMUNITY AMENITIES PHOTOS TO FOLLOW. Private tours available—schedule yours today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Wanda Davila Gomez (210-323-5708)
411 N WAYMAN ST, LONGWOOD, FL 32750
$375,0002 Days on yellowkey MLS ID: O6399983
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 2005 Tax: $1,649 (2024)Community: Kincaid SubSingle Family
Taxes:$1,649
Elementary School: Longwood Elementary
Middle School: Milwee Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed split floor plan home situated on an oversized 1/3-acre waterfront lot in the heart of Longwood, Florida. Built in 2005, this residence offers the feel of newer construction with the space and flexibility today’s buyers are looking for. Step inside to discover an open-concept layout featuring volume and vaulted ceilings throughout, creating a bright and airy atmosphere. The spacious living areas flow seamlessly, perfect for both everyday living and entertaining. Tile flooring runs throughout the entire home—no carpet anywhere—offering durability and easy maintenance. The kitchen is designed for gathering, complete with a breakfast bar, bay window, and dedicated dining area that fills the space with natural light. Ample cabinetry and storage throughout the home ensure everything has its place. The split-bedroom layout provides privacy and functionality, while the two-car garage adds convenience and additional storage options. Out back, the expansive waterfront yard offers endless potential. Whether you envision a pool, outdoor kitchen, garden retreat, or custom entertaining space, this property is ready for the next owner’s vision to bring it to life. Located just 0.5 miles from Reiter Park—known for weekend farmers markets, holiday events, and community gatherings—this home also enjoys proximity to excellent schools, shopping, and dining. Best of all, there are no HOA payments. Don’t miss this opportunity to own a spacious waterfront property in one of Longwood’s most desirable areas.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Jeremy Mazza (407-574-9859)
102 N SILVER CLUSTER CT, LONGWOOD, FL 32750
$395,0002 Days on yellowkey MLS ID: O6399945
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1975 Tax: $4,071 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Taxes:$4,071
Middle School: Greenwood Lakes Middle
Remarks: Welcome to 102 Silver Cluster Ct N in Longwood, a beautifully maintained pool home under $400K offering comfort, value, and an unbeatable opportunity for first-time buyers or anyone looking for a great starter home in a desirable Seminole County location. Tucked away on a quiet dead-end street with no through traffic, this home provides both privacy and peace of mind. This solid concrete block home features a functional split floor plan with bright, open living spaces filled with natural light. The interior flows seamlessly, with French doors leading out to a screened-in patio that overlooks your private pool — perfect for relaxing weekends, entertaining friends, or enjoying Florida living year-round. The kitchen is updated with white shaker cabinets and offers a clean, modern feel, while the home’s layout makes everyday living easy and comfortable. Step outside to a fully fenced, oversized backyard complete with an irrigation system, providing plenty of space for pets, play, gardening, or future outdoor enhancements. Major updates include a new roof (2023), double-pane windows, and an HVAC system (2017), offering confidence and efficiency for years to come. The screened patio and pool area create a true backyard retreat, making this Longwood home absolutely stand out at this price point. Located in the heart of Longwood, you’re just minutes from Historic Downtown Longwood, Reiter Park, and the SunRail station, along with easy access to shopping, dining, and major roadways. Outdoor enthusiasts will enjoy nearby parks, trails, and recreational areas, while the home’s central location makes commuting throughout Central Florida simple and convenient. With its affordable price, thoughtful updates, private setting, and inviting pool, 102 Silver Cluster Ct N is a rare find and the perfect place to start your next chapter.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
6206 BAYHILL LN #6206, LONGWOOD, FL 32779
$235,0002 Days on yellowkey MLS ID: O6399633
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Monthly Fee: $532 Tax: $2,300 (2024)Community: Clubside At Sabal Point A CondoSpa: NoCondo
Taxes:$2,300
Remarks: Step into elevated living in this beautifully renovated 2-bedroom, 2.5-bathroom condo in Clubside at Sabal Point, offering 1,365 square feet of thoughtfully designed space. Located on the second floor, this unit includes a reserved parking spot right out front for everyday convenience. From the moment you walk in, the open layout feels bright, welcoming, and effortlessly functional. High-quality vinyl flooring runs throughout the main living areas, tying together the spacious living and dining rooms. A stylish wet bar adds a unique touch, making the space ideal for both relaxing and entertaining. The kitchen is a true standout, completely reimagined with all new electrical, plumbing, insulation, wallboard, and paint. It features premium KitchenMaid cabinetry with solid wood construction and soft-close hardware, paired with stunning Cambria quartz countertops and a full-height quartz backsplash that creates a clean, modern look. All appliances are in like-new condition, complementing the space with both style and reliability. Both bedrooms are generously sized and feature en suite bathrooms with dual vanities and walk-in closets. The primary suite offers a sleek walk-in shower, while the guest bath includes a tub and shower combination. Each bathroom has been tastefully updated with a fresh, modern feel. Step outside to the covered, screened-in lanai and enjoy peaceful views overlooking the tennis courts and lush surroundings. Ideally positioned near the community pool, gym, and tennis courts, this home also benefits from Sabal Point’s scenic setting with mature trees, sidewalks, and green space. With easy access to shopping, dining, parks, and I-4, everything you need is within reach. A move-in ready opportunity that blends style, comfort, and location in one exceptional package.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Rosanna Rivera (407-708-9747)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,0001 Day on yellowkey MLS ID: O6399384
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Remarks: Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$705,00014 Days on yellowkey MLS ID: O6396065
REDUCED by $29,900 (4.1%) on 04/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
Remarks: Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
821 RAVEN AVE, LONGWOOD, FL 32750
$369,00047 Days on yellowkey MLS ID: O6385579
0 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1978 Tax: $2,586 (2024)Community: Sky Lark In The WoodsSpa: NoSingle Family
Taxes:$2,586
Elementary School: Highlands Elementary
High School: Winter Springs High
Remarks: Under contract-accepting backup offers. Welcome to your FLORIDA dream oasis in the heart of Longwood where comfort meets leisure in a single-family residence nestled on a generous .40-acre lot. VIEW VIRTUAL WALK THRU TOUR. Seller is currently in the process of doing a full re-pipe. This charming 3/2 POOL home is designed for both everyday living with entertainment options for everyday or just the weekends. Make everyday a holiday with a HUGE screened porch/pool area. Incredible lifestyle opportunities with this home that has so much potential. As you approach the property, the beautifully oversized lot greets you with a circular driveway, providing ample parking for up to 6 vehicles. The absence of an HOA means you can bring your RV, boat, and all your toys, enjoying the unlimited parking space and the convenience of a double gate leading to a fully fenced backyard. Step inside to find an updated kitchen boasting modern appliances, perfect for crafting delicious meals for family and friends. The all-tile flooring throughout the home ensures easy maintenance and a timeless appeal. Enjoy the luxury of an in-ground swimming pool, where you can take a refreshing dip or simply lounge by the water on sunny Florida days. If you want a pool you need to buy a home with an existing pool. Entertain in style within the large screened area, ideal for hosting gatherings or simply relaxing in the serene outdoor environment. Even has a dart board for fun! The single-car garage, upgraded electrical system, and outdoor shower add to the practicality and charm of this delightful home. Perfect for all lifestyle and family needs with the entire home on ONE FLOOR. Located in the highly sought-after Seminole County School district and conveniently close to shopping, restaurants, and I-4, 821 Raven provides the perfect blend of tranquility and accessibility. Make this your new haven for family fun and a relaxing new lifestyle in your own home! Why rent when you can own your own FLORIDA home. This one is about the pool and the fenced large yard with no HOA! Make it your own!
Listing Agent: Laurie Cain (407-484-9944)
1443 CROCUS CT, LONGWOOD, FL 32750
$779,0003 Days on yellowkey MLS ID: O6399421
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3359 Built: 1995Monthly Fee: $64 Tax: $385 (2024)Community: Bolling FarmsSpa: YesSingle Family
Taxes:$385
Remarks: Your Longwood Dream Home Awaits! This beautifully maintained, custom built 5-bedroom, 3-bath pool home was freshly painted and is set on a one-third acre cul-de-sac lot offering peaceful conservation views and a seamless blend of elegance, modern upgrades, and resort-style living. From the moment you arrive, the striking curb appeal, mature landscaping, and quiet setting create a warm welcome that continues throughout the home. Inside, you are greeted by soaring ceilings and brand new luxury vinyl plank flooring throughout the living areas of this inviting open layout. You are bathed in natural light from the wall of windows in the spacious living room, flowing effortlessly into the dining area, making it ideal for gatherings and entertaining. The updated chef’s kitchen showcases custom cabinetry and sleek quartz countertops and opens directly to the family room featuring a cozy fireplace, creating a comfortable and connected space for everyday living. There is also a bedroom and full bathroom downstairs making the perfect in-law suite! Upstairs, the expansive primary suite provides a true retreat with tranquil views, generous space, and a beautifully updated en-suite bath with modern fixtures and oversized custom walk-in closet. All additional bedrooms are bright and generously sized, offering flexibility for family, guests, or work-from-home needs. Step outside to your private backyard oasis, where the screened-in pool area is pristine and ready for year-round enjoyment. Surrounded by lush greenery and serene conservation views, it’s the perfect place to relax or entertain. This home is served by top A-rated Seminole County schools. Major updates include a roof replacement (2015), downstairs A/C (2025), upstairs A/C (2022), exterior paint (2025) and luxury vinyl plank flooring (2026). Located in Bolling Farms, one of Longwood’s most desirable established neighborhoods, the community is known for its spacious custom homes, mature landscaping, and strong sense of community. Its convenient location offers easy access to boutique shopping, dining, hospitals, major highways, downtown Orlando, world-renowned attractions, and even the beaches. A rare opportunity to own a beautifully cared-for home in a highly sought-after Longwood setting. **Multiple offers have been received. Highest and best offer deadline is Sunday at 6 pm.**
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ken Dalton (407-928-8587)
1741 ALVARADO CT, LONGWOOD, FL 32779
$1,100,00011 Days on yellowkey MLS ID: O6387709
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4265 Built: 1984Monthly Fee: $104 Tax: $11,657 (2025)Community: Wingfield Reserve Ph 1Single Family
Taxes:$11,657
Remarks: Nestled within the prestigious Wingfield Reserve community on a sprawling 1.5+ acre private lot, this custom-built home delivers the pinnacle of Florida luxury living with 4 bedrooms and 4 baths all on one story — within one of Seminole County's most coveted top-rated school districts. From the moment you arrive, the circular drive and lush landscaped grounds set the stage for something truly special. Step through the front entry and into soaring 14-foot volume ceilings, where custom crown moldings and a seamless blend of rich hardwood and stunning marble tile floors create a airy welcoming environment. The heart of the home is a living room/ kitchen combination anchored by a dramatic floor-to-ceiling brick wood-burning fireplace, the living room also features a custom built in entertainment center and wet bar. The large kitchen is equally as impressive, offering two islands and two sinks with a breakfast bar and a sun-drenched breakfast nook that frames beatufiul views of the private backyard and pool area. Down the hall there is a dedicated office with custom built-ins adding versatility, ideal as a home office, study or fifth bedroom as well as three guest bedrooms and 3 full baths (one of the guest baths allows direct access in/out to the pool area). Additional spaces include a large formal dining room, indoor laundry room as well as separate family room. On the other side of the home, retreat to the primary suite, where warm wood floors and a spa-inspired bath — complete with Jacuzzi tub, walk-in shower, and separate vanities as well as a large walk-in closet. Outside, the pool and spa gleam within a screened lanai, creating a resort-style sanctuary perfect for entertaining. A 3-car side-entry garage and circular drive round out a property that is as functional as it is breathtaking. This is Wingfield Reserve living at its finest — schedule a viewing today!
Listing is courtesy of: EXIT REAL ESTATE RESULTS (352-933-0018)
Listing Agent: Kyle Petteway (407-461-9141)
300 E SWEETWATER CREEK DR, LONGWOOD, FL 32779
$575,00039 Days on yellowkey MLS ID: O6389594
REDUCED by $10,000 (1.7%) on 04/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2074 Built: 1976Monthly Fee: $54 Tax: $2,650 (2024)Community: Sweetwater Oaks Sec 05Single Family
Taxes:$2,650
Remarks: ***NO INCOME VERIFICATION*** with preferred lender. Located in one of Longwood’s most established and highly sought-after communities, Sweetwater Oaks, this beautifully updated home offers the perfect blend of modern upgrades, spacious living, and an incredible lifestyle. ***HUGE LOT 1.25 acres*** Thoughtfully renovated for comfort and peace of mind, the home features Major recent Improvements including a NEW ROOF/2026, brand-New Kitchen, designer bathrooms, NEW AC system, New Water Heater, and a New Electrical Panel, ensuring the home’s key mechanical systems are already taken care of. Inside, you’ll immediately notice the fresh, modern feel created by Soft-Close cabinetry, elegant Quartz countertops, and luxury vinyl plank flooring throughout the main living areas. The open, clean design provides both style and functionality, making the home ideal for everyday living and entertaining. The bathrooms have been tastefully redesigned with New vanities and beautifully tiled shower surrounds, delivering a contemporary look while maintaining comfort and practicality. Sweetwater Oaks is widely known for its beautiful tree-lined streets, oversized homesites, and welcoming community atmosphere. Residents enjoy exclusive neighborhood amenities including private access to Lake Brantley, a sandy beach area, parks, scenic walking paths, six tennis courts, eight pickleball courts, sand volleyball, playgrounds, and a clubhouse that hosts year-round community events. Outdoor enthusiasts will appreciate being just minutes from Wekiva Island, Wekiwa Springs State Park, and nearby championship golf courses, offering endless opportunities for recreation and relaxation. Convenience is another major advantage of this location. The home is close to shopping, dining, grocery stores, and local cafés along the Longwood and Wekiva Springs corridors, while major roadways including I-4, SR-434, and SR-436 provide easy access to downtown Orlando, Maitland’s business district, and Seminole County’s expanding tech and healthcare employment centers. With Top-rated schools, natural beauty, and continued growth throughout the Longwood area, Sweetwater Oaks remains one of Seminole County’s most desirable places to call home. If you’re looking for a home that offers modern updates, exceptional community amenities, and a prime location, this Sweetwater Oaks property delivers the lifestyle and long-term value buyers are searching for. SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jorge Trejo (407-319-1612)
219 NOB HILL CIR, LONGWOOD, FL 32779
$599,75031 Days on yellowkey MLS ID: O6392082
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2306 Built: 1963 Tax: $4,190 (2025)Community: Meredith Manor Nob Hill SecSingle Family
Taxes:$4,190
Elementary School: Forest City Elementary
Middle School: Teague Middle
Remarks: READ BEFORE SHOWING—- Wake up to serene lake views in this beautifully updated home nestled in the highly sought-after Lake Brantley community—perfect for new homeowners looking for comfort, style, and lifestyle all in one. With access to a private boat ramp and an incredibly low optional HOA of just $13/month, you can enjoy lake life without the high costs. ***This fully remodeled 3-bedroom with 4th bedroom turned into a loft/study area***, 3-bath residence has been thoughtfully upgraded for peace of mind, including full repiping, new electrical, and a brand-new roof. Step inside and you’ll immediately notice the abundance of natural light pouring through large windows, creating a warm and inviting atmosphere throughout the home. The layout is both functional and flexible, featuring a spacious upstairs loft that’s perfect for a home office, playroom, or additional living space. The kitchen offers a charming eat-in area ideal for casual meals and morning coffee, while the open living areas make entertaining effortless. Upstairs, enjoy your own private balcony—an ideal spot to unwind and take in the tranquil surroundings. Outside, the spacious backyard offers endless possibilities for gatherings, gardening, or simply relaxing in your own outdoor retreat. Currently staged to highlight its full potential, this move-in ready home is a rare opportunity to own a stylish, updated property in a fantastic location. Whether you're starting your homeownership journey or looking for a peaceful place to settle in, this home truly has it all.
Listing is courtesy of: BEST HOMES, LLC. (305-879-3707)
Listing Agent: Evelyn Otero (407-259-1789)
3322 CANYON GRAND PT, LONGWOOD, FL 32779
$769,00051 Days on yellowkey MLS ID: O6385555
REDUCED by $6,000 (0.8%) on 04/17/2026
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
Elementary School: Wekiva Elementary
Remarks: 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 Agent: Danielle Pensala (407-529-5752)
486 N PIN OAK PL #308, LONGWOOD, FL 32779
$184,90069 Days on yellowkey MLS ID: O6381034
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,066 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,066
Remarks: Recently remodeled 2-bedroom, 2-bath condo in Longwood with over $20,000 in upgrades. This move-in-ready home features a brand-new HVAC system, luxury vinyl plank flooring throughout (no carpet), fresh interior paint, and newly reglazed tubs and showers. Located in the desirable Windsor at Sabal Walk community, this Longwood condo offers a bright, open floor plan with a spacious living room, dining area, and sliding glass doors leading to a screened-in balcony. The split-bedroom floor plan provides privacy, with two generously sized bedrooms, each featuring walk-in closets and its own full bathroom. The kitchen includes ample cabinet storage, a breakfast bar, and open views into the main living space. A full-size laundry room adds everyday convenience rarely found in condo living. Residents of this amenity-rich condo community enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained walking paths. The location is just minutes from Wekiva Springs, Uptown Altamonte, Lake Mary, and I-4. Ideal for a first-time buyer, downsizing, or a low-maintenance investment property. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
603 N SWEETWATER BLVD, LONGWOOD, FL 32779
$549,9009 Days on yellowkey MLS ID: O6397281
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 1977Monthly Fee: $54 Tax: $4,372 (2024)Community: Sweetwater Oaks Sec 14Spa: NoSingle Family
Taxes:$4,372
Remarks: Under contract-accepting backup offers. Welcome to sought-after Sweetwater Oaks, a premier lakefront community offering an unmatched lifestyle in the heart of Longwood. Residents enjoy exclusive access to skiable Lake Brantley, as well as Riverbend Park with direct entry to the scenic Wekiva River—perfect for kayaking, paddleboarding, and enjoying Florida’s natural beauty. The community also features pickleball courts, a clubhouse, multiple playgrounds, and a private beach on Lake Brantley, creating the perfect blend of recreation and relaxation. This beautifully maintained, move-in ready home has been thoughtfully updated with major improvements already completed for peace of mind. Recent upgrades include a new roof (2016), new windows (2016), and a new HVAC system (2017). The home was further enhanced with fresh exterior paint in 2021, along with stylish porcelain tile flooring, updated light fixtures, and Whirlpool stainless steel appliances installed the same year. Designed with both functionality and entertaining in mind, the home features a spacious, open floor plan highlighted by a large great room that seamlessly flows out to the private pool area through wall-to-wall pocket sliding glass doors—creating the ultimate indoor-outdoor living experience. Additional recent improvements include a brand-new Rainbird irrigation system (2025), a new pool pump (2026), and fresh interior paint (2026), making this home truly turnkey for its next owner. Combining modern updates with access to one of Central Florida’s most desirable communities, this property offers the ideal opportunity to enjoy the Sweetwater Oaks lifestyle from day one.
Listing is courtesy of: SAFFORD REAL ESTATE LLC (407-461-3172)
Listing Agent: Blake Safford (407-461-3172)
3668 WATERCREST DR, LONGWOOD, FL 32779
$799,00058 Days on yellowkey MLS ID: O6384124
REDUCED by $16,000 (2.0%) on 04/17/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3186 Built: 1989Monthly Fee: $205 Tax: $8,942 (2025)Community: Sweetwater SpgsSpa: YesSingle Family
Taxes:$8,942
Remarks: Nestled in the heart of Sweetwater Springs, a beautiful, gated enclave bordering Wekiwa Springs State Park, this exceptional canal-front residence offers an opportunity to live immersed in Old Florida’s natural beauty. With deeded access to both the Wekiva River and spring-fed Lake Brantley, residents enjoy a lifestyle designed for skiers, paddlers, boaters, and nature enthusiasts alike. The neighborhood features multiple private parks, tennis and pickleball courts, playgrounds, a residents-only clubhouse, and a private kayak launch providing direct river access. From the Sweetwater Springs private riverfront park — exclusively for the 79 homes within the community — enjoy peaceful paddles into Wekiwa Springs State Park, where towering cypress trees, crystal-clear springs, and protected wildlife habitats define the landscape. Manatees, otters, deer, wild turkeys, and abundant native wildlife are frequent visitors, creating an environment that feels more like a private nature preserve than a neighborhood. Tucked on a quiet cul-de-sac, this 5-bedroom, 3.5-bath home with a bonus room (could be a 6th bedroom) offers a spacious two-story layout thoughtfully designed for both comfort and entertaining. Freshly updated with light, bright paint and finishes, the home maintains its traditional character while embracing a refreshed, move-in ready appeal. Custom built-in carpentry features throughout add warmth, craftsmanship, and architectural interest, enhancing the home’s timeless feel. The gourmet eat-in kitchen features granite counters, stainless appliances including a split oven and subtle elevated features such as a "pot-filler" water fixture above the stovetop. The kitchen flows seamlessly into the inviting family room anchored by a cozy wood-burning fireplace. A private guest suite and pool-access bath are conveniently located on the main level, along with a powder room for visitors. Upstairs, four additional bedrooms include the expansive primary suite, which overlooks the sparkling pool and tranquil canal waters beyond. A large upstairs balcony provides a peaceful vantage point to enjoy morning coffee while taking in serene water views. The versatile bonus room offers flexible space for a home office, media room, or playroom. Outdoor living shines with a beautifully resurfaced saltwater screened pool, a new pool heater, and freshly installed pavers enhancing both the pool deck and driveway. The expansive screened lanai creates an inviting setting for entertaining or unwinding after a day on the river and is pre-plumbed for a kitchen. Other significant improvements include a roof replacement in 2022 and a new water heater in 2024 providing peace of mind for future owners. Zoned for highly regarded Lake Brantley schools, this location perfectly balances privacy, natural beauty, and convenience to shopping, dining, and major roadways. For buyers seeking a nature-centered waterfront retreat in a gated, low-inventory community, this home is the one for you!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
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