Location: Winter Springs , 32708
Do Not Show Listings
101 CORY LN, WINTER SPRINGS, FL 32708
$1,4501 Day on yellowkey MLS ID: O6417776
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1985Community: Dougs Unit 1Apartment
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: 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
Listing is courtesy of: FLORIDA ONE REAL ESTATE LLC (407-599-7070)
Listing Agent: Donna Vogler (407-474-6924)
216 BENNETT ST, WINTER SPRINGS, FL 32708
$1,80035 Days on yellowkey MLS ID: O6409670
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1120 Built: 1971Community: North Orlando Townsite 4Th Add RepSingle Family
Elementary School: None
High School: None
Middle School: None
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)
498 CLUB DR, WINTER SPRINGS, FL 32708
$1,6001 Day on yellowkey MLS ID: O6418918
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Community: Cypress ClubTownhouse
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. New shingle roofing installed within the past months. Freshly painted and new luxury vinyl flooring throughout the unit. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs peaceful conservation area. Open stairwell that leads to the loft where you will find a spacious laundry arrangement set up. The master bedroom and bath are on the second floor. The home has been freshly painted. The Highlands offers many amenities to include tennis/pickle ball courts, basketball and volleyball, park with BBQ areas and a covered pavilion and boasts its Junior Olympic size swimming pool. Playgrounds throughout the community. Cypress Club also provides a community pool.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)
Listing Agent: Joyce Gary (407-782-3276)
420 PARK LAKE DR, WINTER SPRINGS, FL 32708
$4,3001 Day on yellowkey MLS ID: O6419034
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4403 Built: 2003Community: Avery ParkSingle Family
Elementary School: Keeth Elementary
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. 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)
660 FANNING DR, WINTER SPRINGS, FL 32708
$4,2005 Days on yellowkey MLS ID: O6418579
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4172 Built: 2013Community: Winter Spgs Village Ph 2Single Family
Remarks: Spacious 6-Bedroom, 5-Bath Home in the Highly Desirable Tuscawilla Community of Winter Springs! Welcome to this expansive two-story home offering 6 bedrooms and 5 full bathrooms in one of Seminole County's most sought-after neighborhoods. Ideally located in the heart of Tuscawilla, this home provides easy access to major highways, shopping centers, restaurants, grocery stores, parks, and everyday conveniences. The thoughtfully designed floor plan features generous living spaces, a large kitchen with ample cabinet and counter space, and plenty of room for entertaining, working from home, or accommodating a large family. The spacious bedrooms and multiple bathrooms provide comfort and privacy for everyone. Families will appreciate being zoned for top-rated Seminole County schools and folks can enjoy the home's convenient location just 15 minutes from the University of Central Florida (UCF). With its prime location, spacious layout, and access to excellent schools and amenities, this home offers an exceptional rental opportunity in Winter Springs.
Listing is courtesy of: RIGHTHOUSE REALTY LLC (407-216-8788)
Listing Agent: Praveen Setty (407-463-3196)
656 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$2,10015 Days on yellowkey MLS ID: O6415311
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1602 Built: 2006Community: Barclay Reserve TwnhmsTownhouse
Elementary School: Lawton Elementary
High School: Oviedo High
Middle School: Jackson Heights Middle
Remarks: ** Calls or Text Answered - Quick Approval Process 24hrs ** Available June 29 - July 1st ** A Spacious Townhome 1,600 sqft with 3 Bedrooms * 2 1/2 Baths * 1 Car Garage * in the highly desirable Gated Community of Barclay Reserves located in one of the most convenient areas of Oviedo & Winter Springs on 434 just a 1/4 mi East of 417 >> OVIEDO SCHOOL DISTRICT << This unique, small, private gated community is great for professionals or families. An open living & dining area with 2 French Doors leading out to a private patio, kitchen with large pantry & Breakfast Bar. Patio with no rear neighbor. Engineered wood flooring thru out, tile in wet areas, noise reducing carpet on stairway. Enjoy a large Primary Bedroom with large walk-in closet and Pond/Fountain view. Primary Bath with a separate spa tub, walk-in shower & powder room. Laundry area upstairs is convenient to all 3 bedrooms, lots of storage with 2 Linen Closets. 2 Bright Guest Bedrooms or Office with ample closets. 1 Car Garage & driveway parking & plenty of guest parking for guests. Barclay Reserve is considered one of the very few quaint gated townhome communities offering privacy & surrounded by gated communities. Quick access to 417, only minutes to Oviedo in the Park & Winter Springs Town Center, Shopping, Restaurants, UCF, Tech Center, 417 to 408 or north to Lake Mary & surrounding areas. Available June 29th - July 1st - Call or Text for a quick response
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Karen Bramlett (352-650-0820)
404 LANCERS DR, WINTER SPRINGS, FL 32708
$2,40022 Days on yellowkey MLS ID: O6412579
0 Days Off yellowkey (back on 6/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1406 Built: 1990Community: Mount Greenwood Unit 5 OfSingle Family
Remarks: completely remodeled in 2021 just about everything! HVAC 2021, Water Heater 2021, Replumbed 2021, newer electrical Panel 2021, Vinyl Double Pane Windows 2021, Newer appliances, fresh paint, 2 car garage with Epoxy flooring, newer landscaping, and a private fenced in yard. beautiful glass front door, tall ceilings, recessed LED lights throughout, large great room and a gourmet kitchen with shaker cabinets, Samsung stainless steel appliances, quartz countertops, subway tile backsplash, bar top seating at the center island and a large floor to ceiling cabinet for pantry storage. Between the kitchen and the garage, you’ll find a laundry room with mocha cabinets for additional storage, Basically everything is beautiful and newley remodeled.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Maha Matta, Pa (407-340-6911)
407 SHEOAH BLVD #9, WINTER SPRINGS, FL 32708
$1,60086 Days on yellowkey MLS ID: O6394745
REDUCED by $150 (8.6%) on 06/22/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1400 Built: 1973Community: Sheoah A Condo Sec 2Townhouse
Remarks: This 3 bedroom, 2.5 bath condo is located in one of Winter Springs most desireable communities, THE HIGHLANDS! This unit features a large living and dining area, first floor guest half bath with a washer & dryer alcove, and large storage room. Back of property has private views with no rear neighbors. The community amenities offer miles of walking trails, playground, park, tennis court and community pool. Seminole County Schools. Convenient location with access to both I-4 and the 417. Close to shopping.
Listing is courtesy of: BENSON MARSHALL LLC (407-701-8998)
Listing Agent: Helen Marshall (407-701-8998)
10 N FAIRFAX AVE #10, WINTER SPRINGS, FL 32708
$1,59518 Days on yellowkey MLS ID: O6414606
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 907 Built: 1981Community: North OrlandoApartment
Remarks: LOCATION, LOCATION, LOCATION FULLY RENOVATED Condos in desirable Winter Springs. NO HOA!! BLOCK BUILDING! Unit offers 2 bedrooms, 1 full bath, 1 half bath, COMPLETELY FENCED BACKYARD!! Which provides you with Privacy and Security, a screened PRIVATE PORCH with storage, and NEWER SAMSUNG WASHER/DRYER IN EACH UNIT! Upgraded with STAINLESS STEEL appliances, GRANITE countertops, and engineered WOOD FLOORING. NO CARPET! Ample FRONT PARKING. Located within walking distance of Torcaso Cove Park that offers basketball courts, playground equipment, splash playground, soccer field, football field, and a pavilion. Close to Winter Springs Town Center, Central Winds Park, TOP Seminole County SCHOOLS, shopping, and dining. Easy access to SunRail via Longwood SunRail Station. Call today! MAKE THIS YOUR NEW HOME TODAY ONLY 4 UNITS AT THIS PRICE, HURRY BEFORE THEY ARE GONE!!
Listing is courtesy of: ALL SEASONS REALTY (321-689-4691)
Listing Agent: Jose Saba (321-689-4691)
224 BITTERWOOD ST, WINTER SPRINGS, FL 32708
$2,29919 Days on yellowkey MLS ID: O6414223
REDUCED by $100 (4.2%) on 06/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1580 Built: 1973Community: North Orlando Terrace Unit 1 Sec 2Single Family
Elementary School: Winter Springs Elementary
Remarks: Welcome home! This charming 3-bedroom, 2-bath home is available for immediate move-in. Located in Winter Springs, the property offers a functional layout, spacious living areas, generously sized bedrooms, and a well-equipped kitchen with plenty of cabinet and counter space. The first bedroom is scheduled to be painted next week, providing a fresh update for the new resident. All applicants are required to complete a credit and background screening. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)
Listing Agent: Steven Simpson (407-545-2594)
600 CASA PARK COURT M, WINTER SPRINGS, FL 32708
$2,2007 Days on yellowkey MLS ID: O6417938
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1985Community: Casa Park Villas Ph 2Townhouse
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!!
133 GARDEN DR, WINTER SPRINGS, FL 32708
$1,515107 Days on yellowkey MLS ID: O6389179
REDUCED by $80 (5.0%) on 06/19/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1982Community: Garden Club AptsTownhouse
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.
Listing is courtesy of: FLORIDA RENTAL TEAM (407-405-8923)
Listing Agent: Sylvia Young (407-405-8923)
137 GARDEN DR, WINTER SPRINGS, FL 32708
$1,515107 Days on yellowkey MLS ID: O6389170
WINTER SPRINGS, FL 32708
$2,07937 Days on yellowkey MLS ID: TB8509953
REDUCED by $40 (1.9%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1255 Built: 1984Community: Sunrise Village Unit 4Single Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,255 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated.
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Laidy Mataushek (407-298-0779)
1311 ALFONZO CIR, WINTER SPRINGS, FL 32708
$2,25034 Days on yellowkey MLS ID: O6409568
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)
80 MOREE LOOP #9, WINTER SPRINGS, FL 32708
$1,70022 Days on yellowkey MLS ID: O6412937
REDUCED by $50 (2.9%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1975Community: Bay Tree Sec 08Condo
Remarks: Dreams Do Come True CABLE INCLUDED!! All new Stainless Steel style Appliances and this Gem is ready for you! Welcome home to this stunning 3-bedroom, 2-bath First-floor condo offering nearly 1,200 sq ft of wide-open living space designed for effortless entertaining and everyday comfort. From the moment you step inside, you’ll appreciate the no-wasted-space floorplan, stylish tile flooring, Open the giant sliding glass doors and step out onto your huge screened patio, where peaceful views of lush community green space create the perfect backdrop for morning coffee, evening relaxation, or simply soaking in nature. This unit includes ceiling fans throughout, a washer and dryer inside the condo, and a reserved parking space plus plenty of guest parking for your visitors. Located in the highly sought-after Highlands community, you’ll enjoy a lifestyle that truly feels like a year-round vacation with resort-style amenities including a sparkling pool, tennis courts, scenic nature trails, and tranquil creekside walking paths surrounded by mature landscaping. Conveniently situated close to Highlands Elementary and minutes from the Seminole County Environmental Center, UCF, Seminole State College, top-rated schools, beautiful beaches, and downtown Orlando—this is where nature and convenience meet. Whether you’re craving peace, adventure, or the perfect mix of both… this is the place to call home.
600 NORTHERN WAY #1206, WINTER SPRINGS, FL 32708
$2,10035 Days on yellowkey MLS ID: O6409628
REDUCED by $100 (4.5%) on 05/31/2026
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: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Phillip Blevins (407-718-3933)
1372 MILL STREAM LN, WINTER SPRINGS, FL 32708
$2,80065 Days on yellowkey MLS ID: O6400631
0 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2288 Built: 2015Community: Jesups LandingTownhouse
Remarks: Charming 3-Bedroom, 3.5-Bath Townhouse in a Prime Location Welcome to this stunning 3-bedroom, 3.5-bathroom townhouse offering the perfect blend of modern living, comfort, and convenience. The kitchen is a chef’s dream, featuring sleek solid surface countertops and stainless steel appliances, making meal preparation and entertaining a breeze. The multilevel layout ensures privacy for each bedroom, while the laundry room on the top floor adds ultimate convenience. With plenty of storage and a 2-car, rear-entry garage, you’ll have space for all your needs. The open-concept main floor provides a spacious living area that flows out to a private patio, ideal for relaxing or hosting guests. Enjoy the community pool, perfect for unwinding on warm days, and take advantage of being just steps away from the scenic Cross Seminole Trail for walking, biking, or outdoor adventures. Located just minutes from all the dining, shopping, and major roadways in the desirable Lake Mary/Weikiva Springs area, this townhouse offers exceptional access to local amenities. Additional features include a pet-friendly policy (for pets under 35 lbs), so your furry friend can feel right at home too. Don’t miss the chance to rent this fantastic townhouse in a sought-after location—Property available for Move in closer to June 1.
Listing is courtesy of: CHASTAIN REAL ESTATE COMPANY LLC (407-491-7528)
Listing Agent: Amy Chastain (407-491-7528)
1422 SPALDING RD, WINTER SPRINGS, FL 32708
$2,5009 Days on yellowkey MLS ID: O6416971
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1983Community: Wedgewood Tennis VillasSpa: NoSingle Family
Remarks: SHORT TERM (MINIMUM 6 MONTHS) OR LONG TERM WITH 60 DAYS NOTIFICATION! Available July 15, 2026. Enjoy serene living in this well maintained and updated 3-bedroom Tuscawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a clubhouse facility right across the street. Updated kitchen new cabinetry, quartz countertops and equipped with premium stainless steel appliances, vaulted ceilings with elegant wooden beams. Enjoy the living space outdoors in a large screened-in patio, enjoy your backyard, with 12 inch with concrete tiles, vinyl fence for privacy, creating a relaxed setting for entertaining . This home is near Trotwood Park, Cross Seminole Trail and Bear Creek Nature Trail. The location is one of the best with quick access to the 417. The schools include some of thehttps://apply.link/P3tSils top-rated schools in all of Central Florida. ELECTRICITY AND WATER ARE INCLUDED WITH ADDITIONAL MONTHLY FEE OF $450. https://apply.link/P3tSils
Listing is courtesy of: DIAMOND 2000 REALTY, INC (321-231-4195)
Listing Agent: Julio Ramos (407-733-4931)
1322 CASA PARK CIR, WINTER SPRINGS, FL 32708
$1,59533 Days on yellowkey MLS ID: O6409227
REDUCED by $105 (6.2%) on 06/15/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1156 Built: 1984Community: Casa Park Villas Ph 1Townhouse
Remarks: Very nice 2 story townhouse in Winter Springs, Fl. Located within the Tuscawilla community, this home is within walking distance of a huge park, playground and athletic fields. very convenient to shopping and major roadways.
Listing is courtesy of: CLASSIC 1 REALTY INC (407-281-1490)
Listing Agent: Joe Thomas (407-281-1490)
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