Location: Winter Springs, 32708
Do Not Show Listings
133 GARDEN DR, WINTER SPRINGS, FL 32708
$1,59571 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
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
$1,59571 Days on yellowkey MLS ID: O6389170
416 DIAMOND DOVE CV, WINTER SPRINGS, FL 32708
$2,3007 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)
1305 PARK VILLA PL, WINTER SPRINGS, FL 32708
$1,60013 Days on yellowkey MLS ID: O6405567
0 Days Off yellowkey (back on 5/14/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1156 Built: 1984Community: Casa Park Villas Ph 1Townhouse
Remarks: Available Now! Great location in the Casa Park Villas of Tuskawilla. Laminate hardwood through the living room and dining room. Plenty of natural light and neutral paint throughout. 1/2 bathroom downstairs for guests. Kitchen has new floors, newer appliances, plenty of cabinet space and overlooks the dining room. Private back patio off the dining space with new sliding glass door. Upstairs are two good sized bedrooms connected with a Jack N Jill bathroom. One of the bedrooms has built ins in the closet. Newer washer and dryer in the unit. Community Pool. Sorry no pets permitted. Roommates not permitted. **HOA requires application and approval. Tenant is responsible for the cost of the application.**
Listing is courtesy of: WATSON REALTY CORP (407-359-2300)
Listing Agent: Gina Jenkins (407-588-2645)
103 GOLDEN CREST CT, WINTER SPRINGS, FL 32708
$2,49526 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)
WINTER SPRINGS, FL 32708
$2,2198 Days on yellowkey MLS ID: TB8507479
REDUCED by $30 (1.3%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1037 Built: 1973Community: North Orlando Terrace Unit 1 Sec 6Single Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 1 car garage and approximately 1,037 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)
4258 E WEEPING WILLOW CIR, WINTER SPRINGS, FL 32708
$2,3007 Days on yellowkey MLS ID: O6407250
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1346 Built: 1991Community: Deer Run Unit 19BTownhouse
Remarks: Adorable End Unit, 3 Bedroom / 2.5 Bathroom Townhome located in sought after Deer Run (Eagles Glen Community). Bright and open kitchen with plenty of counter space. Open-concept dining/living room, along with a half bathroom and laundry area, are all located downstairs. Upstairs there is a large Primary bedroom with a private bathroom, two additional bedrooms and a full bathroom. Huge private backyard that is fenced in with a storage shed, mature landscaping, and a screened porch with additional storage. Backyard backs up to a wooded area. The HOA fee covers mowing the front yard. There are two assigned parking spaces at the front of the townhome with plenty of visitor parking available. Relax in your community pool and enjoy this quiet community. Beautiful Property! **All Remi Emerson Residential tenants are enrolled in the Resident Benefits Package (RBP) for an additional $50 a month which includes your $100,000 tenant liability insurance, quarterly HVAC air filter delivery, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, plus on-demand pest control! If you have an animal/pet you must click on the Pet Screening link in the application.**Security deposit is due upon lease signing. The first full month's rent is due 1 week prior to move in date. The 2nd month of rent is prorated. Every person 18 yrs or older must fill out an application. Please upload your last 2 months of paystubs in your application. Only complete applications will be considered. A one time admin fee of $250 due upon approval. A lease renewal fee of $125 after 1 year.**
Listing is courtesy of: REMI EMERSON RESIDENTIAL (407-490-1848)
Listing Agent: Shelley Davis (407-625-3489)
620 LOCUST CT, WINTER SPRINGS, FL 32708
$2,40011 Days on yellowkey MLS ID: O6405207
0 Days Off yellowkey (back on 5/12/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1666 Built: 1979Community: Foxmoor Unit 2Single Family
Remarks: Lovely lake front home in Winter Springs. 3 way split on bedrooms. Fenced yard. Washer/drier included in one car garage
Listing is courtesy of: SPRING REALTY ORLANDO (407-461-0699)
Listing Agent: Lidya Gongage (407-461-0699)
4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$4,0007 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 CORY LN, WINTER SPRINGS, FL 32708
$1,39912 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
High School: Winter Springs High
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 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)
70 MOREE LOOP #63, WINTER SPRINGS, FL 32708
$1,40082 Days on yellowkey MLS ID: O6385980
REDUCED by $125 (8.2%) on 05/11/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1977Community: Bay Tree Sec 09Spa: NoCondo
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: Two story condominium in Winter Springs. The two bedroom, 1 and 1/2 bath unit is located in the Highlands community. Tile and laminate flooring, spacious layout, kitchen has a pass thru window to the dining area. Combo living/dining with sliding glass doors which offers natural sunlight and opens to an exterior patio. Two bedrooms, master full bath and laundry utility on the second floor.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)
Listing Agent: Joyce Gary (407-782-3276)
540 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$2,15011 Days on yellowkey MLS ID: O6405030
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)
1120 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$3,24511 Days on yellowkey MLS ID: O6406154
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)
429 SHEOAH BLVD #9, WINTER SPRINGS, FL 32708
$1,90045 Days on yellowkey MLS ID: O6396362
REDUCED by $100 (5.0%) on 05/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1978Community: Baytree VillageSpa: NoCondo
Remarks: Beautiful 3 bedroom / 2 bath condominium available for rent in The Highlands. Maintained, clean and ready for move in. Each room has remote light and fan. Kitchen is bright and inviting. Living/dining combo is open and welcoming. Sliding glass doors provide entry to the screen enclosed patio which overlooks the common areas of the association. The sliders provide natural sunlight into the rooms. The wet bar is perfectly situated in the living area. All bedrooms have ample closets that provide great storage space for all your garments. The master bath has a walk-in shower and linen closet space. The unit is provided 1 reserved parking space and an additional parking space. The community offers, a park with pavilion, playground, lake, BBQ centers, tennis/pickleball courts, trails and pool. Stop in today to see your future home.
407 SHEOAH BLVD #13, WINTER SPRINGS, FL 32708
$1,40099 Days on yellowkey MLS ID: O6380890
REDUCED by $150 (9.7%) on 05/08/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1973Community: Sheoah A Condo Sec 2Condo
Remarks: Excellent Location in the Highlands at Winter Springs. This two bedroom condo features a large living/dining room combo that opens out to the screen enclosed patio. Offering a quiet and peaceful yard space with no rear neighbors. The kitchen is spacious and features stainless appliances. Upstairs you will find two bedrooms along with a bathroom that is accessible directly off the primary as well as off the hall. Washer and Dryer are provided. *HOA approval/fee required. *RentSpree applications will not be accepted. Residents are enrolled in the Resident Benefits Package (RBP) for $39.95/month. More details upon application.
30 MOREE LOOP #37, WINTER SPRINGS, FL 32708
$1,85042 Days on yellowkey MLS ID: O6397047
0 Days Off yellowkey (back on 5/5/2026)
REDUCED by $25 (1.3%) on 04/22/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1400 Built: 1973Community: Bay Tree Sec 10Spa: NoCondo
Remarks: One or more photo(s) has been virtually staged. Discover this stunningly remodeled 3-bedroom, 2.5 bath residence, complete with fresh paint, brand new appliances, and new flooring. Enjoy the convenience of cable and internet services included in your rental. Perfectly nestled in BayTree Ten of The Highlands, this home combines the benefits of a two-story townhome with the amenities of a condo. As you step inside, the kitchen greets you with new stainless-steel appliances, freshly painted cabinets, and stylish countertops. The oversized countertop provides a convenient pass-through to the dining area, ideal for entertaining. The expansive living space is bathed in natural sunlight, thanks to sliders that lead to the private rear patio. Here, you can enjoy leisurely meals on your serene, screened-in porch. On the main floor, you'll find a convenient powder room alongside a shared utility closet. Upstairs, relax in cozy bedrooms adorned with new carpeting, including a master suite with an en suite bathroom. The community offers an array of amenities such as a picturesque lake, parks, playgrounds, BBQ grills with a covered pavilion, and well-maintained tennis and pickleball courts centrally located for easy access. Take advantage of the natural trails throughout the area, a Jr Olympic size pool, and additional BBQ centers at the pool, along with more playgrounds scattered throughout the community. This home truly provides an exceptional living experience with all the essentials and more!
775 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708
$3,70055 Days on yellowkey MLS ID: O6393563
0 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3107 Built: 2015Community: Seven OaksSingle Family
Remarks: Discover this stunning 4-bedroom + office/den home designed for comfort, efficiency, and modern living. Equipped with a solar energy system, you'll enjoy significantly reduced utility bills while being environmentally conscious. Upstairs features elegant, engineered wood flooring, while the garage includes its own air conditioning, perfect for a workshop, gym, or extra storage. The gourmet kitchen is a standout, offering an induction cooktop, double built-in ovens, spacious center island, and abundant cabinetry. The oversized owner's suite is a true retreat, complete with dual vanities, a luxurious soaking tub, separate shower, and a custom-built closet system. Every bedroom is generously sized and includes walk-in closets, with bedrooms two and three connected by a convenient Jack-and-Jill bathroom. Need flexibility? This home delivers: A private den ideal for a home office or guest room A large flex room perfect for a playroom, game room, or home theater Step outside to enjoy the extended lanai and expansive outdoor living space, featuring a fenced yard and no rear neighbors—ideal for relaxation or entertaining. Located in the desirable Seven Oaks community, residents enjoy access to a pool, park, playground, and walking trails. All of this in a prime location with easy access to major roads, shopping, dining, and top-rated schools. This home truly offers the perfect blend of space, functionality, and lifestyle. In lieu of our standard 1 full month's deposit, we now offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. When you move in with us, you can skip paying a security deposit and use the savings where it can generate the most value for you.
Listing is courtesy of: ADVANCE REALTY & MANAGEMENT LLC (407-901-3636)
Listing Agent: Anamaris Rodriguez (407-272-4423)
142 BAYBERRY CT, WINTER SPRINGS, FL 32708
$2,45084 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)
1350 TARFLOWER DR, WINTER SPRINGS, FL 32708
$2,69547 Days on yellowkey MLS ID: O6395636
REDUCED by $55 (2.0%) on 05/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2024Community: Hickory GroveTownhouse
Remarks: Live in the heart of Winter Springs Town Center, one of the most sought after communities in the area. Just steps from A rated schools, shopping, dining, and grocery stores, this location offers both convenience and lifestyle. This beautiful newly built 3 bedroom, 2.5 bathroom townhome features an open concept layout with wood look ceramic tile throughout the first floor and a modern kitchen complete with stainless steel appliances and quartz countertops. The home offers added privacy with no rear neighbors and a prime location directly across from the community pool. Upstairs, the spacious owner’s suite includes a large walk in closet, while two additional bedrooms provide flexibility for guests, a home office, or a growing household. The upstairs laundry area comes fully equipped with washer and dryer for added convenience. Basic cable and fiber optic internet are included, helping you save on monthly expenses. Current tenants will vacate by April 30th, with the home ready for move in by May 6th. Opportunities like this are rare in this community. Schedule your showing today and secure your next home.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Carolina Brum (407-450-9167)
603 CASA PARK COURT O, WINTER SPRINGS, FL 32708
$1,79518 Days on yellowkey MLS ID: O6403849
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1156 Built: 1985Community: Casa Park Villas Ph 2Spa: NoTownhouse
Remarks: This 2-bedroom, 2.5-bathroom townhome is located within the Casa Park neighborhood of Tuskawilla. Upon entry of this lovely home you will notice the modern plank style, luxury vinyl flooring in the living areas, and fresh paint throughout. The updated kitchen will bring out the chef in you featuring shaker style soft close cabinets, pendulum lighting, granite countertops, and a breakfast bar. Upstairs you will find two master bedrooms, each with a full ensuite bathroom with granite countertops. This home also offers a washer and dryer, ceiling fans, storage room, sliding glass door to the rear patio, and access to the community pool. There are 1,176 total square feet, with 1,156 square feet under air. Conveniently located across from Trotwood Park with tennis, basketball, picnic area, soccer, baseball fields and more. Please note that the community association requires a separate application. Pet size limit is 29lbs. Inquire about this amazing home today! 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 Agent: Joe English, Jr (407-896-1200)
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