Location: Winter Springs
Do Not Show Listings
116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708
$1,9003 Days on yellowkey MLS ID: O6429286
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Community: Heritage Park TwnhmsTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year:
Middle School: Indian Trails Middle
Remarks: Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming retreat. The kitchen is fully outfitted with appliances and provides ample workspace and storage. The second-floor laundry area adds everyday convenience with washer and dryer included. Residents enjoy access to community amenities such as a swimming pool and playground, all within a controlled-access neighborhood. Zoned for Layer Elementary, Indian Trails Middle School, and Winter Springs High School. Conveniently located near shopping centers, restaurants, parks, and major roadways, with an easy drive to UCF and Orlando International Airport. A great opportunity for a primary residence or investment property.
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
44 S EDGEMON AVE, WINTER SPRINGS, FL 32708
$2,20053 Days on yellowkey MLS ID: O6415927
REDUCED by $100 (4.3%) on 07/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1251 Built: 1960Community: North Orlando 2Nd AddSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: 4 bedroom, 2 bathroom, large back patio. All tile floors throughout, large back yard. Desirable community , community park with lots of walking sidewalks. Near the Oviedo Market Place and lots of food and shopping areas, easy access to 417, close to Red Bug Lake Recreational Center.
Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)
Listing Agent: Acela Rosado (407-947-9533)
913 TALON PL, WINTER SPRINGS, FL 32708
$3,8005 Days on yellowkey MLS ID: O6427173
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3286 Built: 2021Community: Northern OaksSingle Family
Remarks: Virtually Staged. Beautiful Single-family home in the gated boutique community of NORTHERN OAKS just south of beautiful Lake Jessup in WINTER SPRINGS. This is 1/4 mile off of 417 very convenient to highways.TWO-STORY 5 bedroom, 4.5 bath, this home has 3,273 square feet of living space and features a DOWNSTAIRS BEDROOM and SECOND LAUNDRY ROOM upstairs. Open floor plan with a huge great room open to kitchen with sliding doors leading out onto the spacious covered side lanai. The gourmet kitchen features a large island, quartz counters, and stainless steel appliances. The downstairs bedroom is off the family room and is perfect for guests with a walk-in closet and bathroom nearby. Walk upstairs through the beautifully engineered wood stairs with matching risers and find your master suite with dual walk-in closets and an ensuite bathroom complete with a dual sink vanity, quartz counters, a walk-in shower, and a Roman tub. Three secondary bedrooms are also located upstairs along with an additional bathroom. This home has it all with a bonus room at the center of the upstairs and an additional half bath making this amazing floor plan ideal for family fun and entertaining. Additional features include 8' doors throughout and upgraded laminate floors. The community of Northern Oaks offers highly rated SEMINOLE COUNTY SCHOOLS, and nearby private schools, along with quick access to OVIEDO ON THE PARK AND WINTER SPRINGS VILLAGE with shopping and dining. It is just 20 minutes from UCF and 45 minutes from Disney/Universal and beaches. SR-417 is just a minute away. One or more photo(s) have been virtually staged.
Listing is courtesy of: ROBERT SLACK LLC (954-448-4287)
Listing Agent: Aparna Narla (703-867-3835)
1120 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$3,09587 Days on yellowkey MLS ID: O6406154
REDUCED by $100 (3.1%) on 07/24/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2359 Built: 2021Community: Seminole Crossing TwnhmsTownhouse
Remarks: 4/3.5, 2 Car Garage, Three Story Town Home, Covered Front Porch, Floor One: Garage & Front Entry, Bedroom with On-Suite Bathroom. Floor Two: Living Room and Dining Room Combo, Large Gourmet Kitchen with Breakfast Bar with Stainless Steel Appliances: Fridge, Glass Top Stove, Double Oven, Microwave & Dishwasher, & Half Bathroom, Floor Three: Master Bedroom with Walk In Closet and Master Bathroom has Dual Vanity, Third and Fourth Bedroom with Jack and Jill Bathroom with Dual Vanity, Inside Utility Room with Washer & Dryer HooksUps, Tile, Wood & Carpet Throughout Home, No Pets, NO SMOKING, Lawn Care Included through HOA, Year Built 2021, 2359 Sq Ft
Listing is courtesy of: LEGENDS REALTY (407-333-1010)
Listing Agent: Tina Lopez (407-333-1010)
1409 MADRID WAY, WINTER SPRINGS, FL 32708
$2,9005 Days on yellowkey MLS ID: O6427264
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1799 Built: 1978Community: Sunrise Unit 1Single Family
Remarks: Spacious and versatile 4-bedroom, 3-bathroom home available for rent! This well-maintained property features tile flooring throughout for easy maintenance and a bright, open feel. A standout feature of this home is the private in-law suite with its own separate entrance, offering flexibility for extended family, guests, or a home office setup. The large backyard provides ample outdoor space for entertaining, relaxing, or enjoying family activities. For added convenience, a washer and dryer are included. With generous living spaces, functional layout, and desirable amenities, this home is ready for you to move in and enjoy. Close to shopping, restaurants and grocery. Don't miss out on this fantastic opportunity! Rental Insurance REQUIRED!! Schedule your showing today!
Listing is courtesy of: LEMUEL PROPERTY MANAGEMENT LLC (407-624-8514)
Listing Agent: Randy Pierre (407-624-8514)
411 SHEOAH BLVD #43, WINTER SPRINGS, FL 32708
$2,10020 Days on yellowkey MLS ID: O6421700
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1400 Built: 1973Community: Sheoah A Condo Sec 2Condo
Remarks: This property is available starting August 1, 2026. Welcome to 411 Sheoah Boulevard #43, Winter Springs, FL 32708! This well-maintained 2-bedroom, 2.5-bath townhome offers a bright and functional layout in the desirable Sheoah community. The updated kitchen features cabinetry, a stylish tile backsplash, ample counter space, and plenty of storage. The spacious living and dining areas provide an open, comfortable setting with wood-look flooring throughout the main living space. Upstairs, the primary suite includes updated flooring, a ceiling fan, generous closet space, and a private en-suite bathroom. A second full bathroom serves the additional bedroom, while a convenient half bath and in-unit washer and dryer are located on the first floor. Enjoy relaxing in the screened front porch and take advantage of the community's convenient location near shopping, dining, parks, major roadways, and top-rated Seminole County schools. This rental offers comfort, convenience, and a great place to call home.
Listing is courtesy of: ALPHA EQUITY REALTY & MANAGEMENT INC (407-789-1002)
Listing Agent: Maia Vashakmadze (347-832-6770)
105 CORY LN, WINTER SPRINGS, FL 32708
$1,35014 Days on yellowkey MLS ID: O6422011
REDUCED by $49 (3.5%) on 07/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1985Community: Dougs Unit 1Apartment
Remarks: Make your new home in this spacious second-floor apartment in Winter Springs, directly across from beautiful Torcaso Park with easy access to walking trails, green space, and recreation just outside the door. This two-bedroom, two-bathroom apartment features a practical layout with a galley kitchen open to a combined living and dining space that leads to a screen-enclosed covered patio, perfect for relaxing or entertaining. The kitchen is fully-equipped with an electric range, refrigerator, and a dishwasher. The two spacious bedrooms are separated by two full bathrooms, offering quiet and privacy. There are stackable washer/dryer hookups in the hallway bathroom. Two parking spaces are just outside your front door. Cory Lane is off peaceful Moss Road that leads to shopping, dining, and schools on nearby SR 434. The assigned public schools are Layer Elementary, Indian Trails Middle School, and Winter Springs High School. We understand that pets are part of the family. That's why we welcome cats and small dogs under 35 pounds (no aggressive breeds) with a $250 non-refundable per-pet fee, and $25 monthly per-pet rent. Monthly Rent: $1,350 Minimum Security Deposit: $1,350 12-Month Lease Application fee for each applicant aged 18+: $55
Listing is courtesy of: FLORIDA ONE REAL ESTATE LLC (407-599-7070)
Listing Agent: Donna Vogler (407-474-6924)
101 CORY LN, WINTER SPRINGS, FL 32708
$1,42542 Days on yellowkey MLS ID: O6417776
0 Days Off yellowkey (back on 7/28/2026)
REDUCED by $25 (1.7%) on 07/13/2026
Remarks: Make your new home in this spacious ground-floor apartment in Winter Springs, directly across from beautiful Torcaso Park with easy access to walking trails, green space, and recreation just outside the door. This two-bedroom, two-bathroom apartment features a practical layout with a galley kitchen open to a combined living and dining space that leads to a screen-enclosed covered patio, perfect for relaxing or entertaining. The kitchen is fully-equipped with an electric range, refrigerator, and a dishwasher. The two spacious bedrooms are separated by two full bathrooms, offering quiet and privacy. It even comes equipped with a stackable washer and dryer in the hallway bathroom. Two parking spaces are just outside your front door. Cory Lane is off peaceful Moss Road that leads to shopping, dining, and schools on nearby SR 434. If you have children, the assigned public schools are Layer Elementary, Indian Trails Middle School, and Winter Springs High School. We understand that pets are part of the family. That's why we welcome cats and small dogs under 35 pounds (no aggressive breeds) with a $250 non-refundable per-pet fee, and $25 monthly per-pet rent. Monthly Rent: $1450 Minimum Security Deposit: $1,450 12-Month Lease Application fee for each applicant aged 18+: $55
189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$3,1957 Days on yellowkey MLS ID: O6428442
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2025Community: Hickory Grove TwnhmsTownhouse
Remarks: Dream Rental-Home Alert!!..Brand-New Luxury Corner Unit Townhome With 3 Large Bedrooms, 2 1/2 Bath's, Study/Den; Front & Back Porches, 2 Car Garages; Spectacular Gourmet Kitchen With The Top-of-The-Line Appliance's, Granite Counter-Top, Wood Cabinet; Inside Laundry Room. Located At Popular Winter Springs Town Center Offering Vibrant Lifestyles and Modern Amenities Close to Everything You Love. Nestled in an Enviable Location, Hickory Grove Stands Out With its Proximity to an Adjacent High School and Shopping Center, All Conveniently Near The Tranquil Beauty of Lake Jesup. Endless Options For Dining, Shopping, Grocery and Everyday Conveniences Are Steps Away. Delight in a Wealth of Outdoor Opportunities, From Parks and Nature Preserves to Trails and Ballfields. The Community Amenities, Including a Pool, Cabana, and More. Great Location a Must See It!!!.
Listing is courtesy of: VENCORP RE, LLC (407-221-6523)
Listing Agent: Nayda Guedez (407-221-6523)
1316 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708
$3,20039 Days on yellowkey MLS ID: O6419884
0 Days Off yellowkey (back on 7/27/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 2021Community: Tuskawilla Crossings Ph 2Single Family
Remarks: *Currently tenant occupied. The home is expected to be move-in ready as early as the first week of August.* Beautiful 4-bedroom, 3.5-bathroom home located in the highly sought-after Tuskawilla Crossings. Step inside and be greeted by the inviting open floor plan, where you'll find a spacious family room, kitchen with big island, dining room, and a convenient bedroom with a full bath. The bedroom is good sized, can be used as a guest room or office. On the second floor, you will find a built-in study nook, the master bedroom suite, and two bedrooms with 1 full bath. The community itself provides even more amenities, including a dog park, lake trail, and the renowned cross Seminole trail that runs through the neighborhood. Nearby, you'll find Trotwood Park, Central Winds Park, Publix, and top-rated schools, further enhancing the appeal of this wonderful location.
Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)
Listing Agent: Veronica Li (407-674-0460)
133 GARDEN DR, WINTER SPRINGS, FL 32708
$1,495147 Days on yellowkey MLS ID: O6389179
REDUCED by $20 (1.3%) on 07/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1982Community: Garden Club AptsTownhouse
Remarks: MOVE IN SPECAIL: $500 OFF FIRST MONTH'S RENT. This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for relaxing or unwinding after a busy day. Conveniently located near parks, shopping, dining, and top-rated Seminole County schools, this home blends comfort, convenience, and community living. Contact Florida Rental Team for your private showing.
Listing is courtesy of: FLORIDA RENTAL TEAM (407-405-8923)
Listing Agent: Sylvia Young (407-405-8923)
137 GARDEN DR, WINTER SPRINGS, FL 32708
$1,515147 Days on yellowkey MLS ID: O6389170
REDUCED by $80 (5.0%) on 06/19/2026
Remarks: MOVE IN SPECAIL: $200 OFF FIRST MONTH'S RENT. This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for relaxing or unwinding after a busy day. Conveniently located near parks, shopping, dining, and top-rated Seminole County schools, this home blends comfort, convenience, and community living. Contact Florida Rental Team for your private showing.
1223 LA MESA AVE, WINTER SPRINGS, FL 32708
$2,52540 Days on yellowkey MLS ID: O6419183
REDUCED by $25 (1.0%) on 07/24/2026
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1568 Built: 1984Community: Sunrise Village Unit 4Single Family
Elementary School: Rainbow Elementary
High School: Oviedo High
Remarks: Spacious waterfront home for rent in the desirable Sunrise community of Winter Springs! This freshly painted 5 bedroom, 2 bathroom home features tile flooring and completely remodeled bathrooms. The family room includes a cozy fireplace, while the primary bedroom features a spacious walk-in closet. Enjoy peaceful pond views with no rear neighbors, plus the ability to fish right from your own backyard. Residents of Sunrise enjoy access to Sunrise Park amenities, including basketball courts, playgrounds, baseball fields, soccer fields, and tennis courts. Conveniently located near Winter Springs and Oviedo shopping and dining, UCF, the 417 Expressway, and Seminole County schools.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Esther Griller (407-580-9313)
WINTER SPRINGS, FL 32708
$1,40038 Days on yellowkey MLS ID: O6420331
REDUCED by $25 (1.8%) on 07/23/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 930 Built: 1984Community: D R Mitchells Survey Of The Levy GrantTownhouse
Elementary School: Winter Springs Elementary
Remarks: Spacious 2-Bedroom, 1.5-Bath Townhome in a Prime Location! Conveniently located near major highways, shopping, dining, and schools, this well-maintained townhome offers both comfort and convenience. The home features two spacious bedrooms, 1.5 bathrooms, a bright and open great room, a functional kitchen, a private patio perfect for relaxing, and a dedicated parking space. Enjoy easy access to everything you need while living in a comfortable and centrally located community. Schedule your showing today!
Listing is courtesy of: THE EXPERTS TEAM REALTY INC (407-674-7994)
Listing Agent: Maria Vega (407-674-7994)
600 NORTHERN WAY #1206, WINTER SPRINGS, FL 32708
$2,00075 Days on yellowkey MLS ID: O6409628
REDUCED by $50 (2.4%) on 07/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1409 Built: 1997Community: Tuscany Place Ph 1Condo
Remarks: Beautifully updated 3-bedroom, 2-bath home available for rent in the heart of Winter Springs! This spacious home features rich wood-look flooring throughout, soaring ceilings, upgraded dark wood cabinetry, granite countertops, stainless steel appliances, and an open-concept kitchen that overlooks the living and dining areas. The oversized bedrooms with plenty of natural light and space to relax, while the modern finishes give the home a clean and upscale feel. Enjoy resort-style community amenities including a sparkling pool, playground, scenic lake views, pavilion, picnic areas, and peaceful walking paths shaded by mature oak trees. Perfectly located near shopping, dining, major highways, and top-rated Seminole County schools. Features Include: 3 Bedrooms / 2 Bathrooms Updated kitchen with granite countertops & stainless appliances Wood-look flooring throughout Spacious open living areas Large bedrooms with high ceilings Community pool & recreation areas Playground, pavilion & scenic lake Convenient Winter Springs location This home offers the perfect combination of comfort, style, and community living. Schedule your private showing today before it’s gone!
Listing is courtesy of: BLEVINS REAL ESTATE & PROPERTY MANAGEMENT (407-718-3933)
Listing Agent: Phillip Blevins (407-718-3933)
600 CASA PARK COURT M, WINTER SPRINGS, FL 32708
$2,20047 Days on yellowkey MLS ID: O6417938
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1985Community: Casa Park Villas Ph 2Townhouse
Elementary School: Keeth Elementary
Remarks: LOCATION LOCATION LOCATION This is a one-story end unit in desireable Casa Park of Tuscawillawith 2 parking assigned spots All new double pane windows and sliding glass door NEW appliances. Fresh paint throughout 2023, New Flooring Huge yard in the back. Both bathrooms have been upgraded. Water Proof Planks flooring everywhere including bedrooms. Fenced courtyard. Community pool, HOA is responsible for ground maintenance, exterior paint, community pool and roof replacement. The roof was replaced in 2015 and all building were repainted. Trotwood park is across the street and walking distance to elementary and middle school. Clubhouse with Olympic size pool, jacuzzi and sauna!!! You will love to call this home!!
Listing is courtesy of: ALL SEASONS REALTY (321-689-4691)
Listing Agent: Jose Saba (321-689-4691)
216 BENNETT ST, WINTER SPRINGS, FL 32708
$1,69575 Days on yellowkey MLS ID: O6409670
0 Days Off yellowkey (back on 7/9/2026)
REDUCED by $5 (0.3%) on 07/02/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1120 Built: 1971Community: North Orlando Townsite 4Th Add RepSingle Family
Remarks: Call today for this cozy three bedroom one bath house in Winter Springs. Great room combo family and dining area. Separate living room. Three bedroom on other side of the house plus and upgraded bathroom. Washer and Dryer included. Large backyard for BBQ with a patio. House is minutes to SR 434, SR 436, toll 417 and shopping areas.
Listing is courtesy of: JAT PROPERTY MANAGEMENT LLC (321-303-1312)
Listing Agent: Joe Torres (321-303-1312)
222 ALBERT ST, WINTER SPRINGS, FL 32708
$1,99524 Days on yellowkey MLS ID: O6424113
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1087 Built: 1971Community: North Orlando Townsite 4Th Add RepSingle Family
Remarks: Fresh and bright 3- bedroom 1 bathroom fully rehabbed home! This home has a 1 car garage with all new LVP throughout the home. New cabinets in kitchen in bathroom with quartz counter tops. The Kitchen has a breakfast nook off from the kitchen to add more counter space and cabinet space. There is a gathering room and living room to add more space as well. This home features a fenced in back yard as well with an open patio.
Listing is courtesy of: HD REALTY LLC (407-260-8800)
Listing Agent: Jeff Anderson (407-260-8800)
1311 ALFONZO CIR, WINTER SPRINGS, FL 32708
$2,25074 Days on yellowkey MLS ID: O6409568
0 Days Off yellowkey (back on 7/10/2026)
REDUCED by $25 (1.1%) on 05/25/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1571 Built: 1984Community: Sunrise Unit 2DSingle Family
Remarks: Dreams Do Come True! Spacious 4 bedroom, 2 bathroom 1571 sqft ranch-style home available for rent in the desirable Sunrise community of Winter Springs. This well-maintained property features an open floor plan with neutral colors, tile, wood, and carpet flooring throughout. The master bedroom includes a walk-in closet and direct access to the screened-in patio, which overlooks a peaceful backyard—perfect for enjoying your morning coffee. The kitchen and master suite both offer views of the backyard, enhancing the serene atmosphere. The home also includes a 2-car garage and washer/dryer hookups. Washer and Dryer Included with $2,250.00 monthly rent, and the Owner will handle all related work order repairs. If you desire to use your own appliances, Washer and Dryer Hookup is available. Lawn mowing and edging are included in the rent. Located within walking distance to Rainbow Elementary School and close to major roadways including 417, this home offers convenient access to shopping, dining, and entertainment. Community amenities include tennis courts, a basketball court, baseball diamond, and children's playground. Small to medium dogs are welcome with a non-refundable pet deposit. Don’t miss out on this opportunity to live in a great location with top-rated schools!
Listing is courtesy of: INVESTOR'S REAL ESTATE LLC (407-688-4355)
Listing Agent: Freddie Crespo (407-687-0634)
420 PARK LAKE DR, WINTER SPRINGS, FL 32708
$4,80042 Days on yellowkey MLS ID: O6419034
INCREASED by $500 (11.6%) on 06/26/2026
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4403 Built: 2003Community: Avery ParkSingle Family
Remarks: Welcome to your dream rental home in the desirable Winter Springs area!, You can enjoy the perfect combination of comfort, space, privacy, and convenience in this beautiful home located in a gated community with a pool. This amazing property offers not only a spacious main house but also a separate apartment located above the garage, creating endless possibilities perfect for a private office, mother-in-law suite, guest apartment, home gym, entertainment area, or your own personal man cave. Separate rental from the main house. The home features a functional and spacious layout with plenty of room for everyone, beautiful living areas, and a community that offers security and convenience. Located in the highly desirable Winter Springs area, you will be close to shopping, restaurants, major highways, and everything Central Florida has to offer. Enjoy living in an area known for excellent schools, including Keeth Elementary, Indian Trails Middle School, and Winter Springs High School. A rare opportunity to rent a home that offers the space and flexibility you have been looking for schedule your private showing today before it\'s gone!
Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)
Listing Agent: Claudia Acevedo (407-371-2773)
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