Longwood Real Estate for Rent by Neighborhood

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  • 300 E MAINE AVE, LONGWOOD, FL - MLS# O6417042

    WEST WILDMERE SECOND SEC - O6417042 - 300 E MAINE AVE, LONGWOOD, FL 32750
    Just Added on 06/15/2026 1:31PM

    $2,500 | Single Family Home | 4 beds | 3.0 baths | 1 car

    In the Heart of Longwood! and NO HOA! Perfect Pool Home for your loved ones including pet(s), this beautiful 4/3 Home features a large fenced backyard with private pool, plenty of room to entertain and privacy to enjoy the outdoor! Ideal driveway including a carport for parking 3 cars or more! Access to huge shed to store your bike, tools, lawn mower etc.…, Split floor plan with tiled floor throughout. Remodeled kitchen with Stainless Steel appliances, water filter system! Large nook area can hold a large table. Like new Washer, Dryer included. Large Master Bedroom with updated bath. This Home is conveniently located few miles away from I-4, grocery stores and main roads. Your next Home awaits, call to schedule your private showing. Available first week of August.

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    Listing is courtesy of: ORLANDO EXPERT REALTY LLC

  • 474 S PIN OAK PL #202, LONGWOOD, FL - MLS# O6416096

    WINDSOR AT SABAL WALK A CONDO - O6416096 - 474 S PIN OAK PL #202, LONGWOOD, FL 32779
    Just Added on 06/15/2026 12:29PM

    $1,745 | Condo | 2 beds | 2.0 baths

    This charming two-bedroom, second-story condo is located in the beautiful Sabal Walk community. The spacious living and dining areas feature vinyl flooring throughout the main living spaces, creating a warm and inviting atmosphere. Sliding glass doors from the living room open to a private screened porch overlooking the community bridge and pond, where you can enjoy peaceful views and watch the many birds and herons that gather there. The thoughtfully designed split-bedroom floor plan offers privacy, with each bedroom situated on opposite ends of the home and featuring direct access to a bathroom. The primary suite includes a large walk-in closet and an oversized vanity. The second bedroom features brand-new carpeting and convenient access to the second bathroom. The spacious kitchen boasts granite countertops and ample cabinet space. A full-size washer and dryer are located in the laundry room just off the entrance and are included with the rent. Residents of Sabal Walk enjoy wonderful community amenities, including a pool and fitness center, and the location is just minutes from scenic walking trails and Wekiwa Springs State Park. This condo offers the perfect combination of comfort, convenience, and beautiful natural surroundings.

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    Listing is courtesy of: JML REALTY INVESTMENTS LLC

  • 1025 WENTWORTH CT, LONGWOOD, FL - MLS# S5151288

    WESTLAKE MANOR UNIT 1 - S5151288 - 1025 WENTWORTH CT, LONGWOOD, FL 32750
    5 Days on yellowkey

    $2,300 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Welcome home to this spacious 3-bedroom, 2.5-bath townhome in a great Longwood location! Featuring a modern kitchen with stainless steel appliances, wood flooring throughout the main living areas, and a cozy wood-burning fireplace, this home offers both comfort and style. The open living and dining areas flow out to a large screened-in patio, perfect for enjoying your morning coffee or relaxing after a long day. The home also includes a full-size washer and dryer and a 2-car garage for added convenience. Pest control is included in the rent. Enjoy access to the community pool and take advantage of the home's central location with easy access to I-4 and SR 434. You'll be just minutes from restaurants, grocery stores, shopping, and everyday conveniences.

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    Listing is courtesy of: CENTRAL FLORIDA REALTY MANAGEMENT LLC

  • 1203 CLUBSIDE DR #1203, LONGWOOD, FL - MLS# O6415241

    CLUBSIDE AT SABAL POINT A CONDO - O6415241 - 1203 CLUBSIDE DR #1203, LONGWOOD, FL 32779
    6 Days on yellowkey

    $1,650 | Condo | 2 beds | 2.5 baths

    Welcome to Clubside at Sabal Point, one of Longwood's most desirable communities in the heart of the Wekiva Springs area. This spacious 2-bedroom, 2.5-bath condominium offers approximately 1,365 square feet of comfortable living space with a functional floor plan designed for both everyday living and entertaining. The home features dual primary suites, generous walk-in closets, an updated kitchen with granite countertops, a bright dining area, and a large screened patio overlooking the community tennis courts. Residents enjoy access to resort-style amenities including a community pool, clubhouse, fitness center, and tennis courts, all within the highly sought-after Seminole County school district. Conveniently located near shopping, dining, major roadways, and outdoor recreation, this property offers the perfect combination of comfort, convenience, and low-maintenance living

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    Listing is courtesy of: PRIMAC GROUP, INC

  • 231 LAKAY PL, LONGWOOD, FL - MLS# O6414392

    TERRA OAKS - O6414392 - 231 LAKAY PL, LONGWOOD, FL 32779
    10 Days on yellowkey

    $3,900 | Single Family Home | 5 beds | 2.5 baths | 3 gar

    One or more photo(s) has been virtually staged. Don't miss out on the rare opportunity to rent this 4-bedroom with additional flex room that could be used as an office or bedroom, 2.5 bathroom home in Longwood's premier gated community of Terra Oaks! Upon entering the gates you're greeted with shady tree-lined streets, well-manicured lawns and sidewalks perfect for morning dog walks and evening strolls. Nestled at the end of a quiet cul-de-sac, this home has it all: gorgeous tile flooring throughout, an updated kitchen with high-end appliances (including a wine fridge) and granite countertops, beautifully renovated bathrooms, an oversized screened-in lanai, flex rooms perfect for bedrooms/offices or exercise rooms, a separate laundry room with washer and dryer, and a three car garage. The kitchen, dining and family rooms flow beautifully into an open concept space; add the formal dining room and you have every entertainer's dream home. Gatherings will naturally flow out to the spacious screened in lanai with its pond and fountain views- a perfect spot to host a party or relax after a long day. The sizable owners' suite also provides a private oasis to unwind, and a generous walk-in closet. This home is in a great location convenient to restaurants, shopping and major roads. It's also zoned for Seminole County's finest schools, including the sought after Wekiva Elementary & Lake Brantley High School districts. Schedule your showing today!

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    Listing is courtesy of: RIGHTHOUSE REALTY LLC

  • 137 SPRINGWOOD CIR #D, LONGWOOD, FL - MLS# O6414404

    SPRINGWOOD VILLAGE - O6414404 - 137 SPRINGWOOD CIR #D, LONGWOOD, FL 32750
    10 Days on yellowkey

    $1,100 | Condo | 1 beds | 1.0 baths

    Updated 1BD/1BA Condo in Desirable Springwood Village – Prime Longwood Location Beautifully renovated 1-bedroom, 1-bath condo in the peaceful and well-maintained community of Springwood Village. This move-in ready unit features modern updates throughout and is ideally located just minutes from I-4, with convenient access to shopping, dining, and public transportation. Community amenities include two swimming pools, tennis courts, a fitness center, and a clubhouse. Enjoy the tranquility and privacy of a quiet neighborhood while staying close to all the conveniences of Longwood living. Perfect for commuters, professionals, or anyone seeking low-maintenance living in a prime Central Florida location. Don’t miss this opportunity!

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    Listing is courtesy of: INVESTOR'S REAL ESTATE LLC

  • 423 LONGWOOD CIR, LONGWOOD, FL - MLS# O6414360

    LONGWOOD NORTH - O6414360 - 423 LONGWOOD CIR, LONGWOOD, FL 32750
    10 Days on yellowkey

    $2,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar

    Super cute home in Longwood AVAILABLE JULY 1st! Well maintained home on a corner lot. Galley style kitchen with an dining space off to the side and a sliding glass doors that opens to a patio. Neutral paint creates a light and bright living space. Tile in all the common areas with carpeting in the bedrooms. 1 car garage opens manually. NO PETS ALLOWED. Conveniently located to great Seminole County Schools, major roads, dining and shopping. EQUAL HOUSING OPPORTUNITY

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    Listing is courtesy of: CFRP REALTY LLC

  • 205 FAIRWAY DR, LONGWOOD, FL - MLS# O6414124

    FAIRWAY VILLAS - O6414124 - 205 FAIRWAY DR, LONGWOOD, FL 32779
    10 Days on yellowkey

    $1,795 | Condo | 2 beds | 1.0 baths | 2 gar

    2/1, 1 Car Covered Parking, 1 Unassigned Parking Space, Condo, 2nd Floor, Fully Renovated, Living/Dining Room Combo, Appliances Included: Stove, Refrigerator, Dishwasher, Microwave, and Disposal, Inside Utility with washer and dryer included, Vinyl Plank Flooring Throughout and Wood Tile Flooring in bathroom, Walk-In Master Closet with Vanity, 17ft Vaulted Ceilings, Loft Storage, Wood Burning Fireplace, 2 Open Patios, Water & Garbage Included, Guarded Community, Community Offers 3 private springs, Fitness room, Community pool, Walking trails, Small Pets OK (Under 30 lbs), NO SMOKING, Year Built: 1976, 1141Sqft.

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    Listing is courtesy of: LEGENDS REALTY





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