Location: Winter Springs , 32708
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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)
610 CASA PARK COURT H, WINTER SPRINGS, FL 32708
$1,65072 Days on yellowkey MLS ID: O6391421
0 Days Off yellowkey (back on 5/28/2026)
REDUCED by $250 (13.2%) on 03/31/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 980 Built: 1985Community: Casa Park Villas Ph 2Condo
Elementary School: None
High School: None
Middle School: None
Remarks: CASA PARK VILLAS, this 2/1-unit features tile flooring, freshly painted, Close to Parks (Trotwood Park is across the street) and Recreation, schools, shopping and dining... Washer and Dryer hookups in unit. There is a nice open patio ,2 assigned parking spaces right in front of unit. The community has a nice POOL area and there is access to walking trails and biking nearby.
Listing is courtesy of: HOUSESTAR REALTY GROUP INC (407-830-5655)
Listing Agent: Tony Martinez (407-925-9305)
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
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)
540 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$2,15021 Days on yellowkey MLS ID: O6405030
0 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1602 Built: 2005Community: Barclay Reserve TwnhmsTownhouse
Remarks: Welcome to this beautifully maintained townhome in the gated community of Barkley Reserve, perfectly situated in the heart of Winter Springs. This spacious 3-bedroom, 2.5-bath home offers an inviting open layout, a large living area filled with natural light, and a well-appointed kitchen with plenty of cabinet space. One of the biggest highlights of this location is the incredible Central Florida convenience. You’re less than an hour from world-class attractions like Walt Disney World, Universal Orlando, and SeaWorld, making day trips effortless. Prefer the beach? You’re also within easy reach of both coasts—Daytona Beach and New Smyrna Beach to the east, or Cocoa Beach just a short drive south. With quick access to SR-434, 417, and I-4, commuting, dining, and everyday essentials are always close by.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Joshua Lopez (407-547-6263)
103 CORY LN, WINTER SPRINGS, FL 32708
$1,39922 Days on yellowkey MLS ID: O6404568
REDUCED by $76 (5.2%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1985Community: Dougs Unit 1Apartment
Elementary School: Layer Elementary
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 all appliances. The two spacious bedrooms are separated by two full bathrooms, offering quiet and privacy. Two parking spaces are outside your front door. Cory Lane is off peaceful Moss Road that leads to shopping, dining, and schools on nearby SR 434. Bring your stackable washer and dryer. The hall bathroom features an alcove with the necessary hookups. 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: $1,399 Minimum Security Deposit: $1,399 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)
10 SHEOAH BLVD #8, WINTER SPRINGS, FL 32708
$1,69510 Days on yellowkey MLS ID: O6409278
REDUCED by $5 (0.3%) on 05/26/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 972 Built: 1973Community: Sheoah Sec 1Condo
Remarks: Spacious and bright fully renovated 2-bedroom, 2-bathroom condo available for rent at The Highlands in Winter Springs. The entire interior has been freshly repainted and features tile flooring throughout. This inviting home offers a large family room with a cozy dining area and a split-bedroom floor plan for added privacy. The spacious primary bedroom includes sliding glass doors leading to the patio. The second bedroom also features its own sliding doors opening to the screened-in porch, along with a private bathroom. Enjoy the beautifully designed screened-in porch complete with an outdoor bar and refrigerator — perfect for entertaining or relaxing year-round. The unit also includes an in-unit washer and dryer and stone countertops in both bathrooms. Residents of The Highlands enjoy access to shaded walking and biking trails, a community pool, tennis courts, playground, clubhouse, and volleyball court. Conveniently located just 5 minutes from Publix and 7 minutes from the Longwood SunRail station.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Nicole Howell (321-217-7918)
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)
596 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$2,1005 Days on yellowkey MLS ID: O6410604
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1602 Built: 2005Community: Barclay Reserve TwnhmsTownhouse
Remarks: Beautiful townhouse for rent. 3/2. Stainless steel appliances in the kitchen. Real wood floors, an end unit, lots of privacy, gated community and much much more. This will go quick. Hurry!!!! Only 2 cars allowed. Vehicle restrictions. Tenants must make 3x the rent and have a credit score of of at least 650.
Listing is courtesy of: OPTIMA REAL ESTATE (407-366-4500)
Listing Agent: Gina Loria (321-480-8997)
1322 CASA PARK CIR, WINTER SPRINGS, FL 32708
$1,7007 Days on yellowkey MLS ID: O6409227
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)
1262 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$2,84937 Days on yellowkey MLS ID: O6401507
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2353 Built: 2023Community: Seminole Crossing TwnhmsTownhouse
Remarks: Your New Lifestyle Hub: Luxury Tri-Level Living in Winter Springs Experience a home that adapts to your ambition. This "like-new" tri-level townhouse isn't just a place to stay; it’s a high-performance sanctuary designed for the modern professional, the remote worker, and the active family. Three Levels of Precision Design The Executive Suite (First Level): Your workday starts in a dedicated, private office tucked away from the main living areas. Featuring an attached full bath, this space offers the ultimate "commute-free" professional haven or serves as a secluded guest suite for visiting family. The Social Core (Second Level): Midday, the heart of the home beckons. This open-concept masterpiece features warm wood-look tile floors and a chef’s kitchen that makes hosting effortless. With an oversized quartz island and a walk-in pantry so vast it feels like a secret room, this level is designed for seamless entertaining against a backdrop of serene conservation views. The Primary Retreat (Third Level): When the day concludes, ascend to your private sanctuary. Wake up to natural light pouring through expansive windows and start your morning in a spa-inspired ensuite featuring a frameless glass shower and a massive walk-in closet with custom shelving to keep your life perfectly organized. Beyond the Front Door Forget the stress of yard work and maintenance. Here, your "backyard" is the Cross Seminole Trail. Step outside for a sunset bike ride or a peaceful walk through preserved green space. Nature is your neighbor, but convenience is your constant companion. Effortless Connectivity Walkable Luxury: Leave the car in the garage. You are steps away from Foxtail Coffee, Publix, and the Winter Springs Town Center for dining and essentials. The Commute: Located with immediate access to the SR-417, your connection to the rest of Orlando is effortless. Community Perks: Enjoy resort-style amenities, including a sparkling pool and pet-friendly pathways, within a community that feels like an exclusive collective. Turn-Key & Ready From the top-rated school zones to the distinct levels of privacy, this property offers a "like-new" experience without the commitment of a mortgage. Is this the next chapter of your life? Schedule your private tour today to experience the flow of this tri-level masterpiece in person.
Listing is courtesy of: ROI AVE LLC (321-663-7276)
Listing Agent: Mark Anthony Buot (407-925-1716)
604 CASA PARK A CT, WINTER SPRINGS, FL 32708
$1,7958 Days on yellowkey MLS ID: O6409791
Remarks: Welcome to the Casa Park Villas community. This two story townhome features 2 bedrooms and 2.5 bathrooms, offering both privacy and comfort. The main living area, kitchen, dinette and kitchen showcase tile flooring, for added durability and style. Upstairs, both bedrooms are comfortably carpeted. The unit also includes two dedicated parking spaces and a convenient outdoor utility storage room. The location is truly ideal, with easy access to major highways, shopping, dining, schools, and the Cross Seminole Trail, perfect for outdoor enthusiasts. Conveniently situated next to Trotwood Park and within minutes from Winter Springs Town Center, Central Winds Park and the Tuscawilla Country Club and Golf Course. HOA application fee of $50 per adult required.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Azim Manji (407-342-3548)
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)
600 NORTHERN WAY #1206, WINTER SPRINGS, FL 32708
$2,2009 Days on yellowkey MLS ID: O6409628
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)
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)
133 GARDEN DR, WINTER SPRINGS, FL 32708
$1,59581 Days on yellowkey MLS ID: O6389179
REDUCED by $55 (3.3%) on 05/14/2026
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
$1,59581 Days on yellowkey MLS ID: O6389170
416 DIAMOND DOVE CV, WINTER SPRINGS, FL 32708
$2,30017 Days on yellowkey MLS ID: O6406667
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1784 Built: 2021Community: Seminole Crossing TownhomesSpa: NoTownhouse
Remarks: 3-bed, 2.5-bath townhome in the Seminole Townhome community of Winter Springs. Two-story unit with combined living and dining area on the first floor, featuring large kitchen island with breakfast-bar, stainless appliances, solid surface counter tops, and gracious amounts of cabinet space. Wood plank floors downstairs, and carpet upstairs. The top of the stairs opens to a spacious loft area with three adjacent bedrooms, full bath, and laundry room with hookups only. Large front porch and rear entry two-car garage for a total of 2384 SF, and 1784 SF of this living space. Located directly adjacent to Winter Springs Village featuring dining, entertainment, shopping and fitness center. Community pool, parks, and direct access to the Seminole Trail, just minutes from 417. All information is deemed reliable, but not guaranteed. Listing Brokerage does not discriminate on the basis of race, color, religion, national origin, sex, disability or familial status. All residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month as additional rent, which includes renters insurance, credit building to help boost your credit score with timely rent payments, our best-in-class resident rewards program, $1M Identity Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, online resident portal for easy online rent payments & maintenance reporting, HVAC air filter delivery (for applicable properties), and much more! More details available upon application.
Listing is courtesy of: WILSON MANAGEMENT GROUP (407-896-1200)
Listing Agent: Christopher Gold (407-896-1200)
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