Location: Longwood
Do Not Show Listings
945 BRYAN CT, LONGWOOD, FL 32750
$1,65042 Days on yellowkey MLS ID: O6400494
REDUCED by $100 (5.7%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 834 Built: 1984Community: Longwood SquareHalf Duplex
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Longwood Elementary
High School: Winter Springs High
Tax Year:
Middle School: Milwee Middle
Remarks: Well Maintained 2BR/2BA duplex located on a quiet cul-de-sac in Longwood. Features large bedrooms, eat-in kitchen, tile flooring throughout, covered patio with laundry area, and private backyard. Conveniently located close to school and close to shopping, dining, parks, SunRail, and major roadways.
Listing is courtesy of: APPLE REALTY (407-647-6766)
Listing Agent: Digna Forbes (407-373-5287)
LONGWOOD, FL 32779
$2,800Listed 05/29/2026 5:03PM MLS ID: S5150745
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1590 Built: 1974Condo
Elementary School: None
High School: None
Middle School: None
Remarks: Don't miss this opportunity to live in a total renovated condo in the heart of Longwood. This is a 3 bedroom 2 bath condo with over 1,590 sqf. The Springs community amenities include a natural Spring with sandy beach, pool, tennis courts, pickle ball courts, basketball courts, clubhouse, playground, horse stables, picnic area, walking/jogging/ bike trails, RV and Boat storage. Zoned for Top Rated school, close to central highways, dining and shopping. The 24-guard gated entrance ensures utmost security, giving you the peace of mind you deserve.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Marcos Parra (407-738-2895)
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
Elementary School: Altamonte Elementary
High School: Lyman High
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)
413 SUMMIT RIDGE PL #111, LONGWOOD, FL 32779
$1,6501 Day on yellowkey MLS ID: O6411829
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1271 Built: 1996Community: Residences At Sabal Point A CondoCondo
Remarks: Beautifully updated and exceptionally spacious 2-bedroom, first-floor condo available in the highly desirable gated community of The Residences at Sabal Point in Longwood. Surrounded by lush greenery, peaceful water views, and located within one of Seminole County’s top-rated school districts, this 1,271 sq ft home offers the perfect balance of comfort, convenience, and resort-style living. This light-filled unit features: • Brand new custom kitchen cabinetry • Elegant granite countertops • Stainless steel appliances • Brand new dishwasher • New clothes washer • Ceramic tile flooring throughout • Spacious primary bedroom and oversized second bedroom • Dual sinks and full bath with tub • Large living and dining areas • Breakfast nook • Generous closet space • Abundant natural light throughout Enjoy your own private screened lanai overlooking a tranquil fountain and water feature — an ideal setting for morning coffee or relaxing evenings. Located on the first floor for easy access and everyday convenience. Rent includes: • Water & sewer • Lawn maintenance • Exterior pest control • Fiber optic high-speed internet (can be added for an extra $70 / mo) The Residences at Sabal Point is a beautifully maintained gated community offering: • Resort-style pool & Jacuzzi overlooking the water • Fitness center • Tennis courts • Clubhouse • Playground • Picnic & barbecue areas • Car wash station • Sidewalks and mature landscaping throughout The property is zoned for highly regarded Seminole County schools, including: • Sabal Point Elementary (highly rated) • Rock Lake Middle School • Lyman High School Located just minutes from: • Wekiwa Springs State Park • Uptown Altamonte • Lake Mary • Shopping & dining • Major hospitals • I-4 for easy commuting This home offers a rare combination of space, serenity, upgraded interiors, strong community amenities, and an unbeatable Longwood location. Available mid-June. High-speed internet is available through the HOA for $70/month, in addition to the rental rate.
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Karla Cintra (407-881-7730)
409 SUMMIT RIDGE PL #107, LONGWOOD, FL 32779
$1,8003 Days on yellowkey MLS ID: O6408767
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1996Community: Residences At Sabal Point A CondoCondo
Remarks: This Charming 2/2 GROUND FLOOR UNIT includes a PRIVATE PARKING GARAGE just steps (covered) from your unit. That could be used for your car or storage if need be. The beautiful unit is located in the highly desirable community of Sabal Point, a beautiful neighborhood with tons of beautiful trees and walking trails. WASHER AND DRYER are included. This unit is handicap accessible. Unit will be ready for occupancy after 6/12.
Listing is courtesy of: FL PRO BROKERS LLC (407-790-7341)
Listing Agent: Irene Tsatiris (321-652-1478)
486 N PIN OAK PL #106, LONGWOOD, FL 32779
$1,5004 Days on yellowkey MLS ID: O6411024
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 959 Built: 1991Community: Windsor At Sabal Walk A CondoCondo
Remarks: THIS IS A GREAT 1ST FLOOR CONDO FOR RENT 2 BEDROOMS, 1 BATH, WITH ADDITIONAL VANITITY ROOM INCLUDES A SECOND MASTER WALK IN CLOSET. GREAT NEIGHBORHOOD, CLOSE TO SCHOOLS, SHOPPING AND I-4, COMMUNITY POOL AND CLUBHOUSE......CALL OR TEXT TO SCHEDULE A VISIT.
Listing is courtesy of: SCOTT LOCHRIDGE (407-388-5907)
Listing Agent: Scott Lochridge (407-388-5907)
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
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
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)
961 BRYAN CT, LONGWOOD, FL 32750
$1,80032 Days on yellowkey MLS ID: R4911162
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 1985Community: Longwood SquareHalf Duplex
Remarks: Charming 2-bedroom, 2-bathroom home located in a quiet cul-de-sac in Longwood. This well-maintained property features a functional layout with comfortable living spaces, natural light throughout, and a private outdoor area ideal for relaxation. Conveniently located near major highways, shopping centers, dining, and top-rated schools. A great opportunity to enjoy comfort and convenience in a desirable location. Schedule your showing today!
Listing is courtesy of: PROPIUS MAGNA REALTY & MANAGEMENT LLC (786-320-4334)
Listing Agent: Maria Quiroz (786-320-4334)
553 JOHN L MICA WAY, LONGWOOD, FL 32750
$2,5008 Days on yellowkey MLS ID: O6410210
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1488 Built: 2024Community: Monterey NorthTownhouse
Remarks: Skip the maintenance stress and live where the energy is. This modern two-story townhome puts you right in the center of Longwood, just a short walk from the SunRail terminal and the historic district for easy commuting and weekend exploring. The main floor features an open layout made for hanging out, plus a sleek kitchen complete with updated appliances, quartz countertops, plenty of storage, and a massive pantry. Upstairs, you get three spacious bedrooms and two full bathrooms, giving you all the room you need to live, work, and stream comfortably.
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Troy Hensley (407-406-5300)
300 ORANGE AVE #B, LONGWOOD, FL 32750
$1,41759 Days on yellowkey MLS ID: O6395602
REDUCED by $50 (3.4%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 833 Built: 1983Community: LongwoodHalf Duplex
Remarks: 2 BEDROOM 1 BATH DUPLEX LOCATED IN LONGWOOD! Move in Ready, 2 Parking Spots, Fenced In Yard, Living & Dining Rooms, Tile Flooring Throughout, CONVENIENT to Major Roads, Shopping, and Schools. The deposit amount is based upon the application results. Pets: OK - up to 60 lbs. (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $1,350.00 for the first 4 months, $1,450.00 for the remaining 8 months (Average: $1,417.00/mo). AVAILABLE: NOW
Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)
Listing Agent: Jay Myers (407-641-5782)
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)
4304 CLUBSIDE DR #4304, LONGWOOD, FL 32779
$1,70029 Days on yellowkey MLS ID: O6404207
0 Days Off yellowkey (back on 5/20/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984Community: Clubside At Sabal Point A CondoCondo
Elementary School: Sabal Point Elementary
Middle School: Rock Lake Middle
Remarks: Live surrounded by mature trees, lakes, and the sound of birds singing in Clubside at Sabal Point in Longwood - Experience the perfect blend of comfort and convenience in this top-floor condo with a gorgeous view of a dry retention pond. Enjoy a hassle-free lifestyle. The property features an updated kitchen and bathrooms and all hard surface flooring (no carpet whatsoever). The kitchen offers granite countertops, wood cabinets, and stainless steel appliances. There are TWO primary bedrooms, each with ensuite bathrooms and walk-in closets, ensuring privacy, comfort, and functionality. The living room is open to a large screened-in balcony, creating a seamless indoor-outdoor living space, perfect for entertaining friends and family. A newer HVAC system provides years of worry-free comfort. The kitchen offers plenty of space for a dining area and includes a pantry for storage, along with granite countertops, solid wood cabinets, and a view of the pool. The pool, gym, and clubhouse are just steps away. Prime Location: Located in Longwood, this community offers over 145 acres of parks, walking and biking trails, lakes, the Sabal Point Country Club, the Wekiva Golf Club, and much more to explore. Conveniently located near shopping, hospitals, restaurants, I-4, and major highways, with top-rated Seminole County Schools, this condo provides easy access to all essentials while being nestled in the tranquil Clubside at Sabal Point community. This property is available for rent now.
Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)
Listing Agent: Renato Alves (407-808-1878)
211 W BAY AVE #A, LONGWOOD, FL 32750
$1,5901102 Days on yellowkey MLS ID: O6113168
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 544 Built: 1925Community: LongwoodApartment
Remarks: Great opportunity to stay in the lovely downtown Longwood Historic District. Cozy 1 bed/1bath Upstairs apartment. Steps away from downtown Longwood and SunRail Station. Walk to Reiter Park with Amphitheater, picnic areas and tennis courts. Conveniently located close to restaurants and shopping. Easy access to Interstate 4 and just a short drive to the beaches, Walt Disney World and other attractions. Close proximity to everything from this perfectly located home. ALSO AVAILABLE FOR WEEKLY RENTAL. All monies due upfront when booking. $80 cleaning fee. Approval of potential short term tenants subject to credit and background check. NO PETS ALLOWED.
Listing is courtesy of: DIVERSIFIED REALTY HOLDINGS (407-772-2274)
Listing Agent: James Broadus (407-772-2274)
101 CEDAR POINT LN, LONGWOOD, FL 32779
$3,25018 Days on yellowkey MLS ID: O6406943
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2360 Built: 1977Community: Spreading Oak Village Rev Blk BTownhouse
Remarks: Walk up to the front door of this beautiful 3-Bedroom 3 Bath Town home located in the gated community of "The Springs". This open floor plan with a view of the living room with fireplace, dining room and additional living room all off the kitchen. All 3 bedrooms are located upstairs with natural lighting in master bedroom. Relax in the garden tub, skylights to give that open feeling. Plenty of closet space in all the bedrooms. This community is located in a neighborhood to give you the feeling of always being in the woods. This one won't last...Call today to see this property.
Listing is courtesy of: HD REALTY LLC (407-260-8800)
Listing Agent: Jeff Anderson (407-260-8800)
211 CROWN OAKS WAY #N/A, LONGWOOD, FL 32779
$1,80022 Days on yellowkey MLS ID: O6404022
0 Days Off yellowkey (back on 5/12/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1119 Built: 1974Community: Crown OaksCondo
Remarks: A beautiful 2-bedroom 2-bathroom condo located in one of Central Florida’s most sought-after guard-gated communities The Springs is available for IMMEDIATE OCCUPANCY. This home features a designer kitchen with custom cabinetry, granite countertops, and stainless-steel appliances. Vaulted ceilings and plantation shutters fill the home with natural light. The primary bedroom includes a walk-in shower with custom tile, glass enclosure, and a granite vanity. Enjoy the private screened balcony and peaceful views with the sounds of nature. This unit offers the convenience of covered parking, washer/dryer in unit, and a generous storage closet. The Springs is a community where you can enjoy access to a crystal-clear natural spring, fitness center, tennis and pickleball courts, a community pool, walking trails, and a clubhouse for events. Located in the heart of Seminole County with top-rated schools and minutes from shopping, dining, I-4, and Wekiva Springs State Park. Monthly income requirement is three times the monthly rent combined. HOA application approval required. Pets are welcome with additional deposit and pet fee. This condo is a MUST see. Contact our office today!
Listing is courtesy of: LOVELAND PROPERTIES (407-352-8118)
Listing Agent: Cleve Loveland (407-352-8118)
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
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)
3996 RADLEY CT #3996, LONGWOOD, FL 32779
$2,20023 Days on yellowkey MLS ID: O6405438
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1988Community: Wekiva Hunt Club CondoCondo
Remarks: One or more photo(s) has been virtually staged. Welcome to your new home in one of Longwood's most sought-after communities. This light-filled second-floor condo overlooks beautifully landscaped courtyards and a sparkling pool — every day feels like a vacation. The uniquely designed neighborhood, with its private staircases and lush courtyards, gives the whole community a warm, welcoming character you won't find anywhere else. Step inside to a spacious, open floorplan with soaring vaulted ceilings. The great room features a cozy wood-burning fireplace and a built-in wet bar, making it perfect for relaxing or entertaining. A smart split-bedroom layout ensures both bedrooms enjoy maximum privacy. Unwind on your private screened porch with serene garden views — a quiet escape after a long day. All appliances are included, along with the washer and dryer. Each unit comes with its own private garage, with guest parking conveniently located just across the courtyard. The HOA covers the community pool, lawn care, and exterior maintenance — and rent includes cable and internet, so you can move in and get comfortable right away. Wekiva Hunt Club sits in one of Longwood's most picturesque areas. Residents enjoy 23 miles of wooded trails, a golf course, pickleball and tennis courts, and a community center. Wekiva Springs State Park is just minutes away, and the area is served by excellent schools — making this a wonderful place to call home. Monthly rent is $2,200 and includes cable and internet. A security deposit of $2,200 is required, and a minimum one-year lease is in place. There is an application fee of $50 per adult, and please note that all tenants must also apply directly with the HOA at an additional fee of $100 per adult — tenancy is subject to HOA approval. One small pet will be considered, though HOA breed and weight restrictions may apply. All tenants are required to carry renter's insurance and must provide proof of coverage prior to move-in.
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Dee Morgan (407-616-5526)
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)
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