Location: Winter Springs
Do Not Show Listings
721 S ENDEAVOUR DR, WINTER SPRINGS, FL 32708
$2,5997 Days on yellowkey MLS ID: O6409924
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1915 Built: 1987Community: Oak Forest Unit 6Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year:
Middle School: Indian Trails Middle
Remarks: Welcome home to this charming property 3 beds 2 baths located in the heart of Winter Springs! Nestled in a well-established community, this home offers comfortable living spaces, a functional layout, and a welcoming atmosphere perfect for everyday living and entertaining. Enjoy features such as spacious bedrooms, an inviting living area, and a private backyard ideal for relaxing or gatherings. Conveniently located near shopping, dining, parks, and major roadways with access to highly rated Seminole County schools. Don’t miss the opportunity to make this beautiful home yours! 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)
500 EVERGREEN AVE, WINTER SPRINGS, FL 32708
$1,8001 Day on yellowkey MLS ID: O6411431
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1000 Built: 1974Community: North Orlando Terrace Unit 2 Sec 9Single Family
Elementary School: Winter Springs Elementary
Remarks: One or more photo(s) has been virtually staged. REMODELED TWO BEDROOMS, TWO BATHS SINGLE FAMILY HOME AT DESIDERABLE CORNET LOT LOCATION. WITH NEW STAINLESS STEEL APPLIANCES, INCLIUDING WASHER AND DRYER, GRANITE COUNTER TOPS, TWO ACRYLIC REMODELED BATHS, RECENTLY PAINTED IN AND OUT, LARGED FENCED CORNER LOT. JUST READY FOR NEW TENANTS
Listing is courtesy of: HJ BEST PROPERTIES LLC (407-895-3044)
Listing Agent: Hilton Soto (407-895-3044)
1238 ROYAL OAK DR, WINTER SPRINGS, FL 32708
$2,77511 Days on yellowkey MLS ID: R4911292
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2314 Built: 1981Community: Fairway Oaks Unit 1Single Family
Elementary School: None
High School: None
Middle School: None
Remarks: This home is in desirable Winter Springs, within a golf front community…3 bedroom , 3 bath with two master suites one upstairs and one downstairs... home has updated bathrooms, ...large kitchen with all appliances, kitchen has eat in area with large window .. walk in pantry and separate utility room. Formal dining room with large great room with wood burning fireplace, cathedral ceilings grand staircase. Home also has entry foyer and Florida room with large windows which face out onto the green zone. Property sits on the end of the golf course which provides great view and wonderful peaceful walking trail. 2 car attached garage... and rear open patio. Lawn service is done by the association..
Listing is courtesy of: KIMBRIDGE REALTY, LLC (407-755-7367)
Listing Agent: Scott Butts (321-239-8509)
WINTER SPRINGS, FL 32708
$2,11911 Days on yellowkey MLS ID: TB8509953
REDUCED by $40 (1.9%) on 05/27/2026
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. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Cathy Behe (689-244-9559)
1311 ALFONZO CIR, WINTER SPRINGS, FL 32708
$2,2508 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 with almost 1600 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. If washer and dryer are desired to be included with the rental, rent will be $2,275/month, and the owner will handle all related work order repairs. 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)
216 BENNETT ST, WINTER SPRINGS, FL 32708
$1,8009 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
Remarks: Call today for this cozy three bedroom one bath house in Winter Springs.
Listing is courtesy of: JAT PROPERTY MANAGEMENT LLC (321-303-1312)
Listing Agent: Joe Torres (321-303-1312)
1334 PALO ALTO CT, WINTER SPRINGS, FL 32708
$2,1009 Days on yellowkey MLS ID: O6408964
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1036 Built: 1984Community: Sunrise Village Unit 4Single Family
Elementary School: Rainbow Elementary
High School: Oviedo High
Remarks: A Must-See Gem in Winter Springs! This beautifully remodeled 2-bedroom, 2-bathroom home is move-in ready and packed with modern features, including a fully fenced oversized backyard, a 2-car garage, and an Electric Car Charging Port. Conveniently located near Winter Springs, Orlando, UCF, and major highways, this home offers both comfort and accessibility. From the moment you arrive, you’ll notice the inviting exterior with warm tones and a welcoming entryway. Inside, you’re greeted by stunning tile flooring—stylish, durable and easy to maintain. The open-concept layout seamlessly connects the kitchen, dining and living areas, making it perfect for entertaining. The kitchen is a true highlight, featuring solid countertops, a custom backsplash, modern lighting, a breakfast bar, and stainless steel appliances throughout. Sliding glass doors lead out to a spacious patio and a massive backyard—ideal for enjoying your morning coffee or evening drink in peace and privacy. Down the hall, the primary suite includes a generous walk-in closet and an ensuite bathroom. A second bedroom and full guest bathroom are also located nearby, offering flexibility for family, guests, or a home office. The community includes great amenities such as a park, basketball court, tennis courts, and playground. With close proximity to UCF, shopping, dining, hospitals, and entertainment—as well as easy access to 436, 434, FL-417, FL-408, I-4, Orlando International Airport, and Sanford Airport—this home truly has it all. Renters benefit package (insurance, filters, pest control and credit reporting) required: $99/mo
Listing is courtesy of: ICON REALTY ASSOCIATES INC (321-303-5851)
Listing Agent: Silvia Odebrecht (917-374-9711)
4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$4,00017 Days on yellowkey MLS ID: O6407022
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 1984Community: Tuskabay Ph 1Single Family
Remarks: For rent & for sale
Listing is courtesy of: MOMENTUM REALTY (904-903-1558)
Listing Agent: Carolina Taborda (832-349-8266)
103 GOLDEN CREST CT, WINTER SPRINGS, FL 32708
$2,49536 Days on yellowkey MLS ID: O6401848
REDUCED by $100 (3.9%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1934 Built: 1996Community: Eagles Watch Ph 1Single Family
Remarks: Very nice executive home in Gated Community of Eagles Watch in the Tuscawilla community. Very easy access to major roadways, shopping and the Cross Seminole Fitness Trail. You can access the trail from your back door after a short 20' walk through the woodland barrier. Step in through the front door to a spacious formal living room and family room combination. Around the corner to the kitchen with a breakfast bar and spacious dining area. There is a laundry room with washer and dryer electrical hookups. Newly painted inside.
Listing is courtesy of: CLASSIC 1 REALTY INC (407-281-1490)
Listing Agent: Joe Thomas (407-281-1490)
142 BAYBERRY CT, WINTER SPRINGS, FL 32708
$2,45094 Days on yellowkey MLS ID: O6385403
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1675 Built: 1973Community: North Orlando Terrace Unit 1 Sec 6Single Family
Remarks: Well maintained 4 Bedroom/2 bath home includes a large bonus office/den. New Kitchen, Gas HVAC system, washer and dryer included. Large fenced rear yard on corner lot. Covered patio perfect for entertaining. Pets must be Owner approved (Dog $400 non-refundable pet deposit) Cat $200 non-refundable pet deposit. Spacious family home.
Listing is courtesy of: ROSE PROPERTY MANAGEMENT INC (407-442-0291)
Listing Agent: Roxanne Rose (407-701-8959)
661 MURPHY RD, WINTER SPRINGS, FL 32708
$2,20044 Days on yellowkey MLS ID: O6399600
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1320 Built: 1982Community: Foxmoor Unit 3Single Family
Remarks: RENTAL HOME READY FOR YOU! You must see this amazing rental opportunity, nestled in an ideal neighborhood of Winter Springs. This 3 BR, 2 Bath home spans over 1300 sq ft, complete with convenient indoor laundry and a separate formal living room. This home's location places you mere minutes away from the area's most sought after restaurants, retail stores, and shopping plazas. This beauty is also centrally located near the highly esteemed Seminole County School District. Weeks and Mo
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Adrian Langston, Pa (407-307-8849)
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