Location: Longwood
Do Not Show Listings
1865 NORTH ST, LONGWOOD, FL 32750
$5,97519 Days on yellowkey MLS ID: S5149669
REDUCED by $525 (8.1%) on 05/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2337 Built: 1964Community: Sanlando SpgsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Altamonte Elementary
High School: Lyman High
Tax Year:
Middle School: Milwee Middle
Remarks: Experience a one-of-a-kind furnished residence in the heart of Longwood’s highly desirable Sanlando Springs area. This fully remodeled mid-century modern home sits on a rare 0.64-acre corner lot and offers over 2,300 square feet of thoughtfully designed living space. With 3 bedrooms, 2.5 bathrooms, and dramatic architectural details throughout, this property is ideal for corporate relocations, executive housing, insurance placements, and discerning tenants seeking a truly distinctive home. The expansive living area is highlighted by soaring ceilings, a floor-to-ceiling brick fireplace, and an impressive wall of windows that fills the home with natural light while framing serene views of the pond and green space across the street. The designer kitchen features a stunning quartz waterfall island, custom cabinetry, hidden outlets, and premium finishes that blend functionality with sleek design. The spacious primary suite includes a spa-inspired bathroom and generous closet space. Additional features include a dedicated office, interior garden, two driveways, RV parking with hookups, reverse osmosis system, water softener, and no HOA restrictions. Located just minutes from I-4, AdventHealth Altamonte, Orlando Health, shopping, dining, and top-rated Seminole County schools. Offered fully furnished. Monthly rent includes lawn care. Short term rental options are available. Background and credit screening required.
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Kimary Carrero (407-617-4695)
315 LAZY ACRES LN, LONGWOOD, FL 32750
$5,80051 Days on yellowkey MLS ID: O6397830
0 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 5473 Built: 1972Community: Longwood HillsSpa: NoSingle Family
Elementary School: Longwood Elementary
High School: Lake Mary High
Middle School: Greenwood Lakes Middle
Remarks: 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 (407-207-2220)
Listing Agent: Esther Griller (407-580-9313)
105 KILKENNY CT, LONGWOOD, FL 32779
$2,49510 Days on yellowkey MLS ID: O6409631
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1562 Built: 1975Community: Wekiva Hunt Club 1 Fox Hunt Sec 1Single Family
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Middle School: Teague Middle
Remarks: Lovely 3 bedroom 2 bathroom fully fenced home in gorgeous Wekiva Hunt Club of Longwood. This beautiful home has been recently remodeled and sits on a quiet cul-de-sac. House features tile throughout except in bedrooms and boasts a remodeled kitchen with stone counters, new appliances and large pass-through breakfast bar. 2 car garage features a snazzy refinished floor and washer/dryer. Wekiva community offers golf, tennis/pickleball courts, playgrounds and a community room, and Wekiva trail is located directly behind this house with easy access. LAWN CARE INCLUDED. WASHER AND DRYER INCLUDED.
Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC (407-673-1400)
Listing Agent: Courtney Davis (407-493-8329)
305 COBLE DR, LONGWOOD, FL 32779
$2,75047 Days on yellowkey MLS ID: O6398778
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2220 Built: 1978Community: Wekiva Hills Sec 04Spa: NoSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: 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 (407-257-8265)
Listing Agent: Bruce Kalin (407-488-2647)
200 S OLEANDER ST, LONGWOOD, FL 32750
$1,57526 Days on yellowkey MLS ID: O6404604
0 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 940 Built: 1953Community: LongwoodSingle Family
Remarks: Welcome to this charming rental property located in the heart of Longwood, FL. This inviting home offers a convenient lifestyle, with easy access to several delicious restaurants and popular department stores, ensuring you have everything you need just moments away. Enjoy the fresh air at nearby Reiter Park and Candyland Park, perfect for leisurely strolls or family outings. Key property features include central heating and cooling, along with air conditioning and ceiling fans to keep you comfortable year-round. While utilities such as electricity, water, and internet are not included in the rent, this gives you the flexibility to choose the services that best fit your needs. If you're looking for a cozy place to call home in a vibrant community, this property is perfect for you. Don’t wait—schedule a viewing today and discover your next home sweet home!
Listing is courtesy of: KHARIS REAL ESTATE GROUP LLC (561-510-6087)
Listing Agent: Eric Jay (561-510-6087)
256 SPRINGSIDE RD, LONGWOOD, FL 32779
$2,30019 Days on yellowkey MLS ID: TB8507535
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1536 Built: 1982Community: Colony TheSingle Family
Middle School: Rock Lake Middle
Remarks: Great location GATED community! This house is priced to rent out. Come see for yourself!
Listing is courtesy of: R L ENTERPRISES (561-989-4527)
Listing Agent: Robert Littman (561-989-4527)
23 ROBINWOOD DR, LONGWOOD, FL 32779
$3,95067 Days on yellowkey MLS ID: O6393222
0 Days Off yellowkey (back on 5/5/2026)
REDUCED by $250 (6.0%) on 04/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2735 Built: 1979Community: RobinwoodsSingle Family
Remarks: Spacious and upgraded 4-bedroom, 2.5-bath home situated on a rare gated 1+ acre lot in a highly desirable Seminole County neighborhood. Recent updates include a new A/C system, well, drain field, smart electric panel, and fresh interior/exterior paint. Interior Features: Open floor plan with large game room Updated kitchen with new large cooktop and stainless steel appliances Brand-new refrigerator with built-in screen Large new washer and dryer Generously sized bedrooms and living areas Exterior Highlights: Fully fenced lot with gated entry Beautiful backyard with privacy fencing, fruit trees, and play areas Oversized 3-car garage plus additional parking for RVs/boats Prime Location Adjacent to Seminole Wekiva Trail for walking and biking 5 mins to shopping and dining 15 mins to Wekiva Springs State Park 30–40 mins to Orlando theme parks and beaches Zoned for top-rated Seminole County schools. Enjoy the tranquility of a nature-filled setting with the convenience of nearby amenities. No Water bill and No HOA.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Chandramohan Narayana Swamy (407-687-0287)
805 LEWIS PL, LONGWOOD, FL 32750
$2,75051 Days on yellowkey MLS ID: O6397555
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2352 Built: 1996Community: Chelsea PlaceSingle Family
Remarks: Set on a large corner lot in the sought-after Chelsea Place community, this four-bedroom home offers a bright, open layout designed for comfort and convenience. High ceilings, natural light, and a versatile split-bedroom floor plan create the perfect balance between privacy and shared living. The kitchen with breakfast nook flows seamlessly into the family room and includes modern appliances along with a built-in stereo system with speakers throughout the home. The primary suite features a walk-in closet, an en suite bath with jetted tub, and sliding doors that lead to a screened rear porch. Three additional bedrooms offer built-in closets, while a dedicated laundry room off the kitchen adds everyday ease. Remote-controlled fans and lighting provide modern comfort, and the fenced backyard with covered rear porch provide outdoor spaces ideal for relaxing or entertaining outdoors. With its two-car garage, sidewalks, and welcoming neighborhood setting, this home blends lifestyle and practicality. Zoned for top-rated Seminole County schools and conveniently located near the YMCA, Big Tree Park, shopping, dining, SunRail, and major roadways including SR-417 and I-4, you’ll enjoy quick access to downtown Orlando, area attractions, and the beaches.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Marisa Falk (407-474-7020)
509 EAST ST, LONGWOOD, FL 32750
$1,94039 Days on yellowkey MLS ID: O6401146
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1215 Built: 1965Community: TriangledaleSingle Family
Remarks: 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 (407-425-0597)
Listing Agent: Michael Michaud (407-267-3407)
544 TALL OAKS TER, LONGWOOD, FL 32750
$2,32554 Days on yellowkey MLS ID: O6396491
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1995Community: Crystal Creek Unit 1Single Family
Remarks: 3/2, 2 Car Garage, Single Family Home, Living Room and Dining Room Combo, Family Room, Eat-In Kitchen, Kitchen Appliances Included: Stove, Refrigerator, Disposal and Dishwasher, Kitchen Laundry with Washer and Dryer Included, Laminate Wood and Carpet Throughout Home, Master Bathroom has Dual Sinks and separate Garden Tub and Shower, Vaulted Ceilings, Walk-In Closets, Sprinkler System, Open Patio, Partially Fenced Backyard, Community Tennis and Playground, Pest Control Included by Owner, Dogs Ok - NO CATS, NO SMOKING, Year Built: 1995/ 1601 Sqft.
Listing is courtesy of: LEGENDS REALTY (407-333-1010)
Listing Agent: Tina Lopez (407-333-1010)
821 LAND AVE, LONGWOOD, FL 32750
$2,90074 Days on yellowkey MLS ID: O6391322
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1868 Built: 2021Community: Lake Wayman Heights Lake AddSingle Family
Remarks: SHORT TERM RENTAL, FURNISHED! Discover the epitome of modern living in this stunning new construction nestled in the heart of Longwood. This immaculate home boasts 4 spacious bedrooms and 3 luxurious bathrooms, perfect for accommodating families and guests alike. Step inside to find an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, ideal for both everyday living and entertaining. The kitchen features state-of-the-art appliances, sleek countertops, and ample cabinet space, making it a chef's delight. Relax and unwind in the serene master suite, complete with a private bathroom featuring dual sinks, a soaking tub, and a separate shower. The additional bedrooms have generous space and comfort, each thoughtfully designed with modern conveniences in mind. Outside, the property showcases meticulous landscaping and a private backyard oasis, providing a tranquil retreat amidst the bustling city life.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sanjeev Malik (321-297-3009)
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