Location: Longwood
Do Not Show Listings
1856 ALAQUA DR, LONGWOOD, FL 32779
$1,450,00030 Days on yellowkey MLS ID: O6392922
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4007 Built: 1988Monthly Fee: $347 Tax: $8,385 (2025)Community: Alaqua Ph 1Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,385
Elementary School: Heathrow Elementary
High School: Lake Mary High
Tax Year: 2025
Middle School: Markham Woods Middle
Remarks: Welcome to Alaqua Drive, Luxurious Upgraded Excutive Home Reflects Timeless Appeal **Sprawling Over An Acre of Tropical Green & Fresh Landscape**Enclaved in the Estate Gates of Alaqua- the Areas Most Respected Gold Gated Communities**Features Include:Sun-filled Home**Natural Stone &Hardwood Floors on a spectacular Open Space that Boasts **5 Bedrooms* & *a Family Lounge. Large cathedral ceilings** Expansive Gourment Chef Kitchen w/ Large Island & State of the Art Applliances**Walk-in Pantry **Three-Car Garage**Large sparkling Heated Pool w/ Screen Enclosure**Oversized Lanai Built In-Stainless Steel Summer Kitchen Grill**Abundant Storager & Large Closets to be Found Everywhere** Make this well-maintained Spectacular Home Your Own. Located just North of Downtown Orlando**Very Desirable Lake Mary School District**This Residence is 50 minutes from Both Attractions and Beaches**Convenient to Fine Dining**Shopping & All of the Amenities Seminole County Has to Offer*- call for more information**TANKLESS water heater**Solar heated Pool**Both Air Conditiong Units 5 Years Old**Water Heater 5 Years Old**Generator 5 Years Old**All Bathrooms And Kitchen Fully renovated.**House has been updated with newer pipes and so on.
Listing is courtesy of: DOVER INTERNATIONAL CO., INC. (407-333-0711)
Listing Agent: Louis Joachim (407-333-0711)
354 W HORNBEAM DR, LONGWOOD, FL 32779
$589,0007 Days on yellowkey MLS ID: O6399672
1 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2162 Built: 1977Monthly Fee: $54 Tax: $5,966 (2025)Community: Sabal PointSpa: NoSingle Family
Taxes:$5,966
Elementary School: Sabal Point Elementary
High School: Lyman High
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Come and see this beautiful 4 bedroom, 2 bathroom + office home within close proximity to Sabal Point Elementary School. This ranch style home features luxury vinyl flooring throughout, solid surface kitchen counters, stainless steel appliances, vaulted ceilings, skylights in kitchen and family room, indoor laundry room, plantation shutters on front bay windows, and a wood burning fireplace. There is a large, side entry, two-car garage and wide driveway. The large backyard has a wood privacy fence, open pool and gazebo. Relax on your screen porch after a long days activities. The home is located within the Sabal Point commuinity, which contains about 550 homes spread over 80-acres.
Listing is courtesy of: GREEN AVENUE REAL ESTATE LLC (404-610-1971)
Listing Agent: Julie Hamilton (407-739-6559)
427 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$775,00094 Days on yellowkey MLS ID: O6373846
REDUCED by $24,999 (3.1%) on 04/16/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3510 Built: 2006Monthly Fee: $148 Tax: $6,401 (2025)Community: Brentwood ClubSpa: NoSingle Family
Taxes:$6,401
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. Updated and fully renovated four-bedroom, three-bathroom home has a three-car garage, large paver driveway, and 3,510 square feet of living space. 427 Brentwood Club Cove is located in a small gated community off Lake Emma Road in Longwood, FL. This unique home features multiple flex spaces: a private office with French doors, a large private loft upstairs, a home gym, a living room, a formal dining room, AND a great room. The office and loft could easily be modified to create bedrooms five and six, and the gym room could double as a nursery, attached to the primary bedroom! All bedrooms are on the first floor. The thoughtfully designed split-bedroom floor plan places the primary suite in its own private wing, creating a true retreat with new wood flooring, double closets, a spa-style bathroom with soaking tub and separate shower, and a dedicated workout room featuring a Tonal wall fitness system. The heart of the home is the beautifully renovated kitchen with new cabinetry, countertops, ambient cabinet lighting, and new appliances. The kitchen has a large dining space and overlooks the great room—perfect for entertaining and everyday living. A hallway off the main living area leads to three additional bedrooms and two large bathrooms. Step outside to enjoy Florida living at its best with a newly built 15×32 custom pool, hot tub, and screened enclosure, plus a covered patio. There is plenty of parking, including a three-car garage and a large paver driveway that accommodates up to six vehicles. Recent improvements provide peace of mind, including a roof replacement in October 2021, both HVAC systems replaced less than five years ago, a new water heater, a fully renovated kitchen, new whole-house flooring, a new pool/pool deck/screen enclosure, a fenced backyard, and a beautiful paver patio in the backyard for cookouts and stargazing. This move-in-ready home combines space, modern updates, a convenient location, and top-rated Seminole County schools. Schedule your viewing today!
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
236 DUNCAN TRL, LONGWOOD, FL 32779
$400,00020 Days on yellowkey MLS ID: C7524258
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
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
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)
302 NEEDLES TRL, LONGWOOD, FL 32779
$499,00050 Days on yellowkey MLS ID: O6386794
0 Days Off yellowkey (back on 4/21/2026)
REDUCED by $15,000 (2.9%) on 04/09/2026
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 08Spa: YesSingle Family
Taxes:$2,619
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to your private pool retreat in Wekiva Club Estates, one of the most sought-after communities in Longwood. This 4-bedroom, 2-bath home offers over 2,100 square feet of well-designed living space, combining comfort, functionality, and the Florida lifestyle buyers are searching for. From the moment you walk in, you’re greeted with natural light, a spacious layout, and multiple living areas that create the perfect balance between everyday living and entertaining. The split-bedroom floor plan provides privacy, with the primary suite tucked away and featuring direct access to the pool, dual vanities, a walk-in shower, and a generous walk-in closet, while the additional bedrooms are positioned on the opposite side with convenient access to a full pool bath. Step outside and experience where this home truly stands out—a screened-in pool with paver decking and a fully fenced backyard that creates your own private outdoor oasis, ideal for relaxing evenings, weekend gatherings, or enjoying Florida living year-round. The kitchen is equipped with stainless steel appliances, a breakfast nook, and easy flow into the main living spaces, making it both functional and inviting. Beyond the home itself, the location delivers a lifestyle that’s hard to match, with close proximity to Wekiva Springs State Park, Wekiva Island, and Wekiva Golf Club, along with access to miles of walking and biking trails, parks, and community amenities. You’re also conveniently located just minutes from shopping, dining, and major roadways, with easy access to Downtown Orlando and the airport. Homes in Wekiva offering this combination of space, outdoor living, and location are always in demand, especially for buyers looking to enjoy both privacy and community in one of Central Florida’s most established neighborhoods. If you’ve been searching for a pool home in Longwood that delivers lifestyle, value, and long-term appeal, this is one you won’t want to miss
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
1510 PELICAN ST, LONGWOOD, FL 32750
$349,9993 Days on yellowkey MLS ID: O6400827
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1269 Built: 1977 Tax: $4,558 (2024)Community: Sky Lark Unit 2 RepSingle Family
Taxes:$4,558
Elementary School: Highlands Elementary
High School: Winter Springs High
Middle School: Milwee Middle
Remarks: Completely Remodeled Home in Prime Location -NO HOA. Welcome to this beautifully renovated 3-bedroom , 2 -bathroom home located in a quiet , established neighborhood near both Lake Mary and Casselberry. Perfectly positioned with easy access to major roads, shopping, dining , and entertainment,this home offers both comfort and convenience . Step inside to discover luxury vinyl flooring throughout, creating a modern and cohesive feel . The fully updated kitchen features sleek cabinetry, stylish finishes, and brand-new stainless steel appliances with quartz counter top , making it ideal for both everyday living and entertaining . Enjoy the added convenience of a one car-garage and fully fenced backyard, perfect for pets, gatherings, or simply relaxing in your private outdoor space. With No HOA restrictions, you have the freedom to truly make this home your own. Don't miss opportunity to make it yours !
Listing is courtesy of: WORLD PROPERTIES GROUP (407-574-5920)
Listing Agent: Krasimira Kakarova (240-506-5959)
153 DUNCAN TRL, LONGWOOD, FL 32779
$515,00042 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. Don't skip this one because of the flood zone. No history of flooding + low insurance premium available. This is your opportunity to own one of Longwood's most distinctive homes at an unbeatable price per square foot. Welcome to 153 Duncan Trail, a private retreat on a generous 1/4-acre conservation lot with no rear neighbors. The three-level split layout creates natural separation of space rarely found at this price point. The main living area is centered around a fireplace and opens directly to the backyard deck. The remodeled kitchen (2017) flows alongside an elevated dining area that overlooks the living spaces below, adding architectural character throughout. The oversized primary suite occupies the upper level — a true private retreat with room for a sitting area or workspace, plus a sliding door opening to an elevated outdoor view above the covered porch. Two additional bedrooms are on the lower level. A spacious dinette, dedicated laundry room with washer/dryer, and epoxy-floored 2-car garage with built-in workbench complete the picture. Outside, an enclosed back porch leads to an open deck surrounded by conservation — ideal for morning coffee, evening relaxation, or gathering around the dedicated fire-pit area. MAJOR UPDATES: New architectural roof + gutters (2024) | Full PEX repipe (2024) | Carrier A/C (2022) | Water heater (2020) | Remodeled kitchen & bathrooms (2017) | Fresh interior paint (2025) | All systems serviced (Summer 2025). Space. Privacy. Peace of mind. Schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Liliana Lamadrid Sierra (321-527-4357)
1443 CROCUS CT, LONGWOOD, FL 32750
$779,0007 Days on yellowkey MLS ID: O6399421
0 Days Off yellowkey (back on 4/20/2026)
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
Elementary School: Woodlands Elementary
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)
283 LAKAY PL, LONGWOOD, FL 32779
$849,00044 Days on yellowkey MLS ID: O6389639
REDUCED by $20,000 (2.3%) on 04/14/2026
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: 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)
121 BEARSS CIR, LONGWOOD, FL 32750
$399,00035 Days on yellowkey MLS ID: O6391757
2 Days Off yellowkey (back on 4/15/2026)
REDUCED by $11,000 (2.7%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1352 Built: 1976 Tax: $4,313 (2024)Community: Lake Searcy ShoresSpa: NoSingle Family
Taxes:$4,313
Remarks: Under contract-accepting backup offers. Beautifully renovated 3 bedroom, 2 bathroom pool home situated on a spacious corner lot in desirable Longwood with no HOA! This charming residence offers the perfect blend of modern updates and timeless character, making it truly feel like home from the moment you arrive. Step inside to find wood-look tile flooring throughout, providing both durability and a cohesive, stylish look. The home is enhanced with modern fixtures that elevate each space. The open-concept kitchen is ideal for both everyday living and entertaining, featuring stainless steel appliances, ample counter space and a convenient breakfast bar that flows seamlessly into the main living areas. You’ll love the cozy dining area and the inviting family room with a fireplace, perfect for relaxing evenings or gathering with friends and family. Natural light fills the home, highlighting its warmth, character and thoughtful design. The renovated bathrooms showcase updated finishes, adding comfort and a touch of luxury to your daily routine. Each bedroom offers a comfortable layout with plenty of space to unwind. Step outside to your private backyard oasis, complete with a large, fully fenced yard and a sparkling pool. Perfect for enjoying Florida living year round. Whether you’re hosting gatherings, spending time with loved ones or simply relaxing poolside, this outdoor space offers endless possibilities. Conveniently located just minutes from historic downtown Longwood, Seminole Hospital, nearby parks, shopping, dining and major roadways. This home truly combines comfort, convenience and charm in one exceptional property. Schedule your private tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Christina Dalton (407-587-6083)
107 PINEAPPLE CT, LONGWOOD, FL 32750
$432,90042 Days on yellowkey MLS ID: O6390238
REDUCED by $10,000 (2.3%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1996 Built: 1975 Tax: $6,434 (2024)Community: Lake Searcy ShoresSingle Family
Taxes:$6,434
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. This well-maintained property features three comfortable bedrooms and two full bathrooms, providing ample space for daily living. Recent major updates include a new HVAC system installed in 2024 and a complete roof replacement in 2023, ensuring reliable comfort and protection. Two expansive screen porches extend the living area, creating protected spaces for relaxation and entertainment throughout the seasons. These covered areas provide comfortable spots for dining or simply enjoying the surroundings. The backyard includes a swimming area fo recreation and exercise, while the outdoor firepit creates a natural gathering spot for evening conversations and warmth during cooler months. With no homeowners association restrictions, residents enjoy complete freedom in personalizing and maintaining the property according to their preferences. The established neighborhood setting creates a peaceful environment while maintaining easy access to local conveniences. Schedule your private showing today and experience all the comfort and convenience.
Listing is courtesy of: ELITE REAL ESTATE & FINANCE LLC (904-510-1608)
Listing Agent: Brice Gill (904-510-1608)
714 WEST CT, LONGWOOD, FL 32750
$339,80027 Days on yellowkey MLS ID: O6394329
REDUCED by $100 (0.0%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1413 Built: 1972 Tax: $3,448 (2024)Community: Longwood NorthSingle Family
Taxes:$3,448
Remarks: Charming and beautifully maintained 3-bedroom, 2-bath home offering both comfort and efficiency. Enjoy significant energy savings with a fully installed solar system, while major upgrades—including a complete home re-pipe and conversion from septic to city sewer—provide peace of mind for years to come. The property features a spacious corner lot with a partially fenced backyard, perfect for both privacy and outdoor enjoyment. A well-maintained irrigation system keeps the yard lush and green, and a large, high-quality shed offers excellent additional storage. Relax year-round on the inviting screened porch, ideal for entertaining or unwinding in comfort. This thoughtfully updated, move-in-ready home combines modern improvements with everyday convenience—an exceptional opportunity you won’t want to miss.
Listing is courtesy of: PARK PLACE REAL ESTATE (407-504-1110)
Listing Agent: Pat Glenn (407-504-1110)
140 RANGELINE WOODS CV, LONGWOOD, FL 32750
$575,00024 Days on yellowkey MLS ID: V4948172
REDUCED by $19,900 (3.3%) on 04/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2351 Built: 2002Monthly Fee: $50 Tax: $2,567 (2025)Community: Rangeline WoodsSingle Family
Taxes:$2,567
Remarks: One or more photo(s) has been virtually staged. HUGE PRICE IMPROVEMENT, don't miss out on this POOL HOME. Nestled in a cul-de-sac on 1/3-acre home site with fenced yard, this one story, 4 bedrooom, split plan has a screened pool and was recently updated. Easy care hard surface flooring throughout makes maintenance a breeze with our warm weather and Florida living. Convenient to I-4, shopping and restaurants and zoned for top schools in the area. Entertaining on the spacious covered lanai and large patio and pool will be ideal for BBQ’s and splashing into spring and summer! **Roof was replaced in 2022, Hot water heater- 2026, PVC fencing -2026, Dishwasher- 2026 and AC- 2015.** You’ll appreciate the architectural details on the exterior with high ceilings and archways highlighted by fresh paint inside and outside of the home. Entering the home the view of your backyard oasis with pool is visible and the spaciousness with the high ceilings gives a grand appearance to the formal living space. As you make your way back to the gathering areas the large windows and sliders continue with the view of the upgraded kitchen open to casual dining and great room. Warm, wood cabinets with granite counters and stainless appliances will make cooking and entertaining a breeze. The island is great for meal preps and serving with additional cabinets. Double door pantry ensures you’ll have plenty of room for your groceries. An archway connects to the formal dining area for easy serving. As you make your way back through the formal living area, the 4th bedroom/office is off foyer with new luxury vinyl plank and walk-in closet with organizer with shelving. The primary suite has a foyer entrance and plenty of wall space for furniture. Two walk-in closets with organizers give ample room for wardrobe and shoes. The spacious en-suite bathroom has a large vanity with make-up area and dual sinks. The garden soaking tub will relax you after a day at the office and a separate glass, enclosed shower and private lavatory. The split bedroom plan takes you to the other side of the home where the two guest bedrooms with double door closets and hall bath are off a separate hallway. The 2nd bathroom has new glass enclosure on shower and a door to the pool. Laundry room features a new sink and built-in folding table with storage cabinets. Huge privacy fenced backyard is perfect for pets, playsets and gardening. A separate paver patio provides a place for grills or firepit. Plenty of parking with long driveway and spacious two car garage. Such a convenient location just 1 mile to Publix, shopping and restaurants, 2 miles to I-4, 15 miles to downtown Orlando and 35 miles to Disney. Downtown Longwood features a farmer’s market, festivals and events for all ages. This home may be under audio-video surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Donna Pastore (407-920-4667)
506 FREEMAN ST, LONGWOOD, FL 32750
$588,50077 Days on yellowkey MLS ID: O6378867
REDUCED by $1,500 (0.3%) on 04/19/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $4,627 (2025)Community: Longwood PlantationSpa: NoSingle Family
Taxes:$4,627
Remarks: Under contract-accepting backup offers. This impressive and spacious 5–6 bedroom, 4-bath pool home offers over 3,500 square feet of beautifully designed living space on a premium private conservation lot in a quiet, tree-lined neighborhood. The flexible open floor plan features dramatic living and dining rooms, a stunning remodeled cook’s kitchen with rich wood cabinetry, granite counters, breakfast bar, and eat-in space, all open to a welcoming family room. Additional living spaces include an upstairs bonus room and an office or optional 6th bedroom, ideal for today’s lifestyle. The private split-plan primary suite is oversized with a sitting area, large walk-in closet, and a luxurious updated bath with double granite vanity, soaking tub, and generous shower. Secondary bedrooms are well sized with walk-in closets, and three offer direct bath access. Enjoy outdoor living on the screened covered porch overlooking the solar-heated pool with waterfall, DiamondBrite surface, and automatic sweep—perfect for relaxing or entertaining. This home is loaded with upgrades and extras including vaulted ceilings, brick fireplace, porcelain tile, stainless appliances, crown molding, recessed lighting, California closet system, solid-surface counters, security system, water softener, R-30 attic insulation, 2020 architectural shingle roof, double-pane windows, sprinkler system, new water heater, new pool pump, new upstairs and downstairs A/C units, re-piping of the home and much more. The spacious 2-car garage offers ample storage and workspace. Community playground included. Truly a must-see home—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Rick Brown (407-393-5901)
1319 SUMMERTREE CT, LONGWOOD, FL 32750
$489,99913 Days on yellowkey MLS ID: O6397689
REDUCED by $10,000 (2.0%) on 04/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 1984Monthly Fee: $14 Tax: $4,883 (2025)Community: Bay Lagoon Unit 1Single Family
Taxes:$4,883
Remarks: “!! New Price Improvement !!” Welcome to 1319 Summertree Ct, one of the larger homes in the highly desirable Bay Lagoon community in Longwood, FL. This beautifully updated home offers approximately 2,133 sq ft under air incl. an incredible 432 sq ft enclosed Florida/Sunroom, creating a truly unique and versatile living space. Over the past two years, the current owner—an interior designer—has thoughtfully transformed this home with stylish, modern upgrades throughout. You will immediately notice the attention to detail, including custom accent walls with designer mural wallpaper, creating an elevated aesthetic. The home features all new Low-E, double-pane solar windows and sliders, enhancing both energy efficiency and comfort. Additional upgrades include plantation shutters and programmable motorized custom shades, offering convenience, privacy, and a true smart-home feel. One of the standout features is the fully enclosed Florida/Sunroom (432 sq ft under air)—a true extension of the home. This space showcases beautiful tile flooring, all new Low-E windows, custom shades, and a smartphone-controlled mini-split A/C system, allowing for year-round comfort while helping reduce energy costs. Whether used as a second living area, office, fitness space, or entertainment room, this is the space everyone will fall in love with. The split bedroom layout provides optimal privacy—ideal for families, guests, or a home office setup—while the open living areas create a natural flow for everyday living and entertaining. Step outside to enjoy a private, fully fenced backyard with a new 6-foot vinyl privacy fence, perfect for relaxing, entertaining, or pets. The home also features new gutters with leaf guards for added durability and low maintenance. Located in top-rated Seminole County schools and within walking distance to Woodland Elementary, this home offers both lifestyle and convenience. Easy access to major highways, shopping, dining, and nearby parks completes the package. Be sure to view the 3D walkthrough and floor plan to fully experience the layout, flow, and upgrades this home has to offer. Even better—stop by this weekend and experience it in person.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Nadja Mcmillan, Pa (407-538-6275)
3322 CANYON GRAND PT, LONGWOOD, FL 32779
$725,00055 Days on yellowkey MLS ID: O6385555
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: 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)
492 S PRESSVIEW AVE, LONGWOOD, FL 32750
$439,000224 Days on yellowkey MLS ID: O6343015
0 Days Off yellowkey (back on 3/18/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1984 Built: 1972 Tax: $3,878 (2024)Community: Sanlando SpgsSingle Family
Taxes:$3,878
Remarks: Perfectly positioned just minutes from I-4 and Altamonte Mall, this inviting home has been recently refreshed and sits on a double, fully fenced lot offering privacy and plenty of room to enjoy the outdoors. The backyard is a true retreat, featuring an in-ground pool with a brand new pump, screened porch, and an open deck—ideal for barbecues, gardening, or simply relaxing in your own private oasis. Inside, the open kitchen is designed for both function and style, complete with a large island, abundant cabinetry, and a cozy eat-in space. Adjacent to the kitchen, you’ll find the laundry room and a versatile bonus room that can serve as a home office, gym, or playroom. The home also includes new carpet and a new water filtration system for added comfort and peace of mind. The two-car garage offers additional convenience with attic storage and built-in cabinets, making it perfect for a workshop or extra organization.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
235 S SHADOWBAY BLVD, LONGWOOD, FL 32779
$425,000305 Days on yellowkey MLS ID: O6320596
1 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 1981Monthly Fee: $156 Tax: $2,265 (2024)Community: Shadowbay Unit 1Single Family
Taxes:$2,265
Remarks: Under contract-accepting backup offers. This single-family home is amazing in every way and is truly a must see! Nestled in the highly coveted Shadowbay Community on Lake Brantley. Brand NEW HVAC with 10 year transferable parts warranty. Brand NEW 50 Gallon Water Heater! NEW ROOF 2023! A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the striking front door and stunning foyer, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive living area creating a stylish, classic feel. Living room bright and open with sliding glass doors that take you out to the paved patio. Crown molding throughout and a beautiful wood burning fireplace. Skylights in kitchen, bathrooms, and laundry room. Split floorplan for privacy and convenience. Stunning, oversized primary bedroom overlooking the private back yard. Substantial closets offering more than ample storage. Additional two bedrooms with sliding glass doors leading out to private, open garden area. Enjoy your morning coffee in the breakfast nook with exquisite chair molding and picturesque Bay Window. Brand NEW stainless steel appliances. Kitchen centered between large breakfast area and spacious formal dining room. Timeless Wet Bar of living and dining room. Perfect home for entertaining. Gorgeous luxury vinyl flooring combining durability and elegance. No carpet. Throughout entire home NEW flooring, interior paint, and appealing textured ceilings. Owner with pride of ownership. Private backyard with mature landscaping and some fencing for your fury family. Oversized 2 car garage with an abundant of storage options both inside and out. This is the ideal home in so many ways. What more could you ask for!? Shadowbay Community with so much to enjoy with tennis court, basketball court, park and private boat launch. I-4 just minutes away for Disney or a day at the Beach. Close to Historical Downtown Longwood and Winter Park with desired Park Avenue and weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Supermarkets, restaurants, shopping and so much more. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Denise Korrey (407-221-2801)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,0006 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
Remarks: 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 in the desired 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 introduce 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 5-by-8-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 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 kitchen and family room. The chef’s kitchen is a 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 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 paired with Seminole County’s 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)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$705,00018 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.
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