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TRIANGLEDALE - O6401146 - 509 EAST ST, LONGWOOD, FL 32750 Just Added on 04/21/2026 2:49PM
$1,940 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Welcome to 509 East Street, a charming 3-bedroom, 2-bathroom home ideally located between Winter Springs, Lake Mary, and Altamonte Springs. This inviting property offers comfort, convenience, and a location that makes daily life easy. Enjoy being just minutes from Orlando Health, the SunRail Church Avenue station, and popular local spots like the new Foxtail Coffee in Longwood. Situated near the major intersection of SR 434 and US Highway 17-92, commuting and access to shopping, dining, and entertainment are a breeze. Step outside to a spacious backyard, perfect for gardening, grilling, or simply relaxing outdoors. The home’s charming character and practical layout make it a wonderful place to settle in and feel at home. Don’t miss this opportunity to rent a well-located Longwood home with space to enjoy inside and out. **Schedule your showing and apply today!**
Listing is courtesy of: ALPHA REALTY & ASSOCIATES
ROBINWOODS - LONGWOOD, FL 32779 1 Day on yellowkey
$3,950 | Single Family Home | 5 beds | 4.0 baths | 3 gar
Best value on prestigious Markham Wood Road — this stunning 5 bed | 4 bath | 3 car garage home has been completely renovated from top to bottom, including a brand new AC system, and is truly move-in ready. From the moment you arrive, a lovely enclosed front courtyard with iron fencing and double front doors sets the tone for what awaits inside: a spacious foyer opening to a grand formal living room with a dramatic rock wood-burning fireplace, a private office with French doors overlooking the courtyard, and a large family/dining room flowing seamlessly into a chef's kitchen featuring all-new cabinetry, countertops, stainless steel appliances, and an oversized bar seating 4+. The home offers incredible flexibility with a dedicated in-law suite (private bedroom, bath, and living area), a shared Florida room, an additional guest room with private entry and its own bath, a home office, a formal dining room, and an oversized inside utility room — all finished with porcelain tile floors throughout and fresh interior paint. The primary suite features a walk-in closet, while two additional bedrooms are privately situated on their own wing. Outside, enjoy a freshly power-washed exterior, mature landscaping, and over an acre of land with an oversized 3-car garage and ample parking — all within the sought-after Seminole County school district and an unbeatable location.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
LONGWOOD SQUARE - O6400494 - 945 BRYAN CT, LONGWOOD, FL 32750 3 Days on yellowkey
$1,800 | Half Duplex | 2 beds | 2.0 baths
Well-maintained 2BD/2BA duplex end unit located in the desirable Longwood area! This spacious home offers added privacy as an end unit and features a functional layout with comfortable living and dining space. Washer and dryer are included for your convenience. Nestled in a quiet cul-de-sac, this property provides a peaceful setting while still being conveniently located near shopping, dining, and major roadways. Don’t miss this great rental opportunity!
Listing is courtesy of: APPLE REALTY
WINDSOR AT SABAL WALK A CONDO - O6399863 - 486 N PIN OAK PL #202, LONGWOOD, FL 32779 5 Days on yellowkey
$1,795 | Condo | 2 beds | 2.0 baths
This beautifully appointed 2-bedroom, 2-bathroom condo located on the second floor is in the desirable Windsor at Sabal Park. As you enter, you’ll find a spacious dining area on your right, perfect for entertaining. To the left, a hallway leads to the laundry room and the second bathroom, which offers convenient direct access to Bedroom #2. The laundry room will accommodate a full size washer and dryer that is not included. The galley-style kitchen, complete with stainless steel appliances, modern Scandinavian-style cabinets, and sleek quartz stone countertops, overlooks the dining room and features a large pantry for added storage. A breakfast bar area adds to the kitchen’s functionality, making it perfect for casual dining or enjoying a drink with friends. The dining room is large and sits in front of the kitchen. Step down from the dining area into the cozy living room, where you’ll enjoy 10-foot ceilings, vinyl flooring, and crown molding throughout the entire space. Sliding glass doors open to a private screened-in porch, complete with exposed beams, wooden ceilings, a storage closet, and a peaceful tree-lined view offering plenty of privacy. The primary bedroom is located just a few steps from the living room and is a true retreat. It features a large walk-in closet and an en-suite bathroom with double sinks, a separate shower room, and a commode for added privacy. The community is lined with Large oak trees with Spanish moss hanging from them making the drive to your new home feel like a true retreat. Close to the unit you will find the community pool, clubhouse, boardwalk area across the pond, and Car Wash. WATER is included in the rent. PETS ARE OK with a $350 non refundable pet fee. Security deposit may be broken into payments with approval. This condo blends modern design with functional living, providing the perfect space to relax and entertain. Don’t miss your chance to call this beautiful home yours!
Listing is courtesy of: JML REALTY INVESTMENTS LLC
LAKE WAYMAN HEIGHTS LAKE ADD - O6399662 - 739 SEMINOLE AVE, LONGWOOD, FL 32750 5 Days on yellowkey
$2,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Welcome to this well-maintained 3-bedroom, 2-bathroom home located near Historic Longwood. The home features tile flooring throughout with no carpet and a comfortable, functional layout with plenty of natural light. The kitchen offers ample cabinet and counter space and opens to the main living areas, making it easy for everyday living. The bedrooms are well-sized, and the primary bedroom provides a private space to unwind. Situated on a large lot just under a quarter acre, the property includes mature landscaping and plenty of outdoor space to enjoy. A one-car garage and extended driveway provide convenient parking. Located just minutes from Publix, I-4, and a wide range of dining and shopping options. Zoned for A-rated Longwood Elementary and Winter Springs High School. Schedule your showing today
Listing is courtesy of: COMPASS FLORIDA LLC
LAKE WAYMAN HEIGHTS - O6399269 - 668 GEORGIA AVE, LONGWOOD, FL 32750 6 Days on yellowkey
$2,350 | Single Family Home | 3 beds | 2.0 baths
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Beautifully Updated Longwood Home with No HOA! Welcome home to this beautifully upgraded property offering exceptional curb appeal and a central Longwood location. Step inside to a bright, spacious living room that flows seamlessly into a stunning chef’s kitchen, fully upgraded with LG stainless steel appliances, gas stove, granite countertops, modern cabinetry, and sleek finishes. Wood-like tile flooring extends throughout the entire home—no carpet to maintain! The split floor plan provides privacy, with the generous owner’s suite situated on the right side of the home. The suite features a gorgeous walk-in shower and offers direct access to a versatile flex space—perfect as a massive walk-in closet, storage room, home office, or easily converted back into a garage. Two additional bedrooms are located on the opposite side of the home and share an upgraded bathroom showcasing a Jacuzzi jetted tub. The living room opens to a large family room at the rear of the home, offering even more living space and easy access to the expansive backyard—ideal for kids, pets, and outdoor fun. Located in a quiet neighborhood in the charming city of Longwood, this home is zoned for top-rated Seminole County schools and is just minutes from shopping, dining, parks, and more. Major updates include a NEW ROOF (2022) and new water heater (2022). No HOA adds even more flexibility. Don’t miss this move-in ready gem!
Listing is courtesy of: INVESTOR'S REAL ESTATE LLC
WEKIVA HILLS SEC 04 - O6398778 - 305 COBLE DR, LONGWOOD, FL 32779 8 Days on yellowkey
$2,750 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Welcome home to this 4 bedroom, 2 bath split plan home nestled in the Wekiva Hills Subdivision. This home features 2,200 sq. ft. of living space with many upgrades, including granite countertops, stainless steel appliances, vaulted ceilings, a wood burning fireplace and porcelain plank tile. This premier golf community is sure to provide plenty of activities the whole family can enjoy, including tennis courts, private parks and walking trails just steps from your front door.
Listing is courtesy of: JC FLORIDA REALTY LLC
LONGWOOD HILLS - O6397830 - 315 LAZY ACRES LN, LONGWOOD, FL 32750 12 Days on yellowkey
$5,800 | Single Family Home | 5 beds | 3.5 baths | 2 gar
Welcome to Lazy Acres – The Ultimate Rental Retreat! Experience the best of Longwood living in this stunning 5-bedroom, 3.5-bath waterfront pool home situated on a sprawling 5.6-acre estate. Nestled in the heart of Longwood and zoned A1, this one-of-a-kind property offers lake access perfect for fishing, kayaking, canoeing, and paddleboarding. Boasting over 4,500 square feet of living space, this two-story home is ideal for equestrian lovers, the property features a 4-stall barn, cross-fenced pastures, and plenty of room to roam. The paved circular driveway, 2-car garage, and ample parking provide space for RVs, trailers, boats, ATVs, and more. The gourmet kitchen includes granite countertops, a breakfast bar, an abundance of cabinetry, double ovens, a cooktop, and microwaves—perfect for hosting and daily living. The family room, complete with a cozy fireplace, opens to a screened-in covered lanai, creating a seamless indoor-outdoor lifestyle. This home offers maximum flexibility for wheelchair access on the first floor and a massive bonus room with a private entrance, ideal for a home office, studio, hobby space, or in-law suite. On the opposite wing, you'll find a vaulted-ceiling game/media room with a built-in bar, complete with sink and refrigerator—perfect for entertaining. The house has been recently painted in 2025 and roof was replaced in 2025. New water softener system, new refrigerator and new dishwasher. Additional features include a 50-amp RV hookup. Don’t miss the chance to rent this rare gem in Longwood’s sought-after horse country—a unique blend of luxury, privacy, and outdoor lifestyle!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS