Winter Springs Apartments for Rent - 26 rentals

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 is courtesy of: WILSON MANAGEMENT GROUP (407-896-1200)

Listing Agent: Joe English, Jr (407-896-1200)

Remarks: This beautifully maintained home in Tuscawilla is ready for you, featuring an updated kitchen, open floor plan, large primary suite, screened patio and 2 car garage. Greenbriar has a private pool for residents, and you'll love all of the Tuscawilla parks, playgrounds, and access to the Cross-Seminole Trail for biking, walking or jogging. Conveniently located near shopping, tons of restaurants, employers, and served by sought-after Winter Springs schools. Call today for more information and to see this home!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)

Listing Agent: Azim Manji (407-342-3548)

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)

Remarks: A Beautiful, Well-Appointed Condo in Tuscany Place Condominiums ~ Upon Entering this Beautiful Unit You will find High Ceilings and Upscale Wood Laminate Flooring throughout the first floor ~ The Owner's Suite is on the First Floor with Large Closets with Built-in Shelving. The Kitchen has Wood Cabinetry with High-end Features, Back Splash, Granite Counters, Stainless Appliances, Under Cabinet Lighting and a Closet Pantry ~ The Laundry Closet includes Built-in Cabinets for Storage ~ As you Enter the Living and Dining Room you will notice the Tall Windows, Doors and Volume Ceilings flowing out onto the Spacious Screen Porch with Tile Floors and looking out onto the large open Green Space, No Reat Neighbors ~ Upstairs includes Two additional Bedrooms, a Loft and a Balcony off of the front Bedroom with Plush Carpeting upstairs and a Spacious Bathroom ~ No Rear Neighbors, only a Beautiful yard to enjoy as your own. This 3/2 Unit is one of the Nicest Units in the Tuscany Place Development. Located within the Tuscawilla Country Club Community ~ Top Rated Seminole County Public Schools and Many Private Education Choices to choose from nearby ~ The Fabulous City of Winter Springs' Trotwood Park is available to Winter Springs Residence and is nearby to Tuscany Place. Trotwood Park offers Pavilions, Soccer Fields, Baseball Fields, Batting Cages, Basketball Courts, Tennis Courts, Playgrounds, Child's Water Park, Exercise Equipment Course. Tuscawilla Country Club is a Member's Only Club with Golf, Tennis, Pickle Ball, Gym, Olympic Size Pool, with the No. Children's Country Club Swim Team around. Additionally, The Club includes Golf and Tennis, The Grill and The Main Club House for Dining and Special Events ~

Listing is courtesy of: JULIE B REALTY, INC (407-647-8400)

Listing Agent: Elizabeth Larsen (407-415-1553)

Remarks: Welcome home! This fantastic 2-bedroom, 2-bath home is available for immediate move-in! Located conveniently in the desirable community of Winter Springs, this property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features such as in-unit laundry. Act now! This one won’t last long! All applicants are required to complete a credit and background check. 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)

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)

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)

Remarks: ***ONE MONTH FREE RENT*** 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.

Listing is courtesy of: WATSON REALTY CORP (407-359-2300)

Listing Agent: Gina Jenkins (407-588-2645)

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)

Remarks: Discover Deersong Single Family Home in Winter Springs, FL: a refreshed 3-bedroom, 2-bath residence featuring brand new interior paint, blinds, stainless steel appliances, and upgraded kitchen with granite counter tops and new bathroom cabinets. The home includes a fenced backyard and convenient exterior storage, and residents have access to the community pool & Tennis Courts. Located within Seminole County Schools, this property offers modern finishes and low-maintenance outdoor space.

Listing is courtesy of: TRUSTHOME PROPERTIES INC (407-250-4800)

Listing Agent: Karla Arcelay (321-527-9798)

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)

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!

Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)

Listing Agent: Joyce Gary (407-782-3276)

Remarks: Wonderfully updated 3-bedroom, 1.5-bath single family home in Winter Springs. Combined living and dining areas featuring a beautiful kitchen with breakfast bar, and stainless appliances. Large family room with washer and dryer closet, hook-ups only. Fully fenced backyard with storage shed. Conveniently located off 434 close to 17-92 and the Toll 417 for easy commuting and just a short drive to downtown Winter Springs entertainment, dining, and community parks. 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)

Remarks: MOVE-IN SPECIAL & Nice Move-in ready TWO Bedroom/ 1.5 Bath condo style unit. There is a Large Living Room area and a Walk-out patio with a storage closet. Located in the north side of Winter Springs, near Moss Road. Features ALL tile flooring, newer microwave, smooth top range and completely repainted on the inside and Kitchen has Large Eat-in area, plus Granite counter tops... There is Assigned Parking and the unit is on the first floor with no stairs. Professionally Managed and Grounds are maintained by the owner. Call today to get pre-qualified and schedule a viewing

Listing is courtesy of: KEEN REALTY GROUP, INC. (407-699-2127)

Listing Agent: Bobby Keen (407-951-2300)

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)

Remarks: ***Available June 6th, 2026 **** Upon execution of the lease agreement, the landlord requires payment of the first month’s rent, last month’s rent, and a security deposit in the amount of $1,500. Experience elevated living in this beautifully appointed 4 bedroom, 2.5 bath end-unit townhome, designed for both comfort and style. Start your day with a serene walk or bike ride on the Cross Seminole Trail, just steps from your door. Enjoy exclusive access to the resort-style pool, fully equipped fitness center, and clubhouse ideal for private gatherings, located just across the street, making it feel like an extension of your own backyard. Nearby, explore Central Winds Park and Field of Dreams Park, offering a wide range of recreation from volleyball and pickleball to event fields and playgrounds. Fine dining, cafés, and everyday conveniences are all within a short drive or bike ride. This home is also situated within the top-rated Seminole County school district. Step into a light-filled, open-concept floor plan featuring designer wood-look tile flooring and a spacious living and dining area. The chef’s kitchen boasts 42" cabinetry, a generous walk-in pantry, and newer stainless-steel appliances perfect for both casual meals and entertaining. Upstairs, the primary suite offers peaceful views of the community fountain and a spa-like bath. Three additional bedrooms provide flexibility for guest rooms, a home office, or a media space with one featuring a private balcony, water view, ideal for morning coffee or evening unwinding. Additional Features: Recently upgraded with new laminate wood flooring on the stairs and throughout the second floor. The home features a serene lake view from both the family room, master bedroom and private second floor balcony. Dedicated mini mudroom at entry thoughtful storage throughout. Attached garage plus ample guest parking. This exceptional townhome offers a seamless combination of convenience, sophistication, and community

Listing is courtesy of: EXCLUSIVE HOMES REALTY, INC. (813-843-7766)

Listing Agent: Ileana Irizarry Melendez (813-526-2881)

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)

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.

Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)

Listing Agent: Joyce Gary (407-782-3276)

Remarks: PRIME Location! Well maintained 2 bedroom, 2 bath Rental Townhome located in highly desired Jesup's Reserve. Walking distance to Winter Springs Town Center, Central Winds Park, Cross Seminole Bike Trail and just minutes to great shopping, dining and 417! CORNER Unit situated across the street from the Community Pool and a short walk to a community pond. Features included a Covered Front Porch, rear entry 2 CAR GARAGE, 2 PRIMARY Bedrooms (one upstairs and one downstairs) 2 Bathrooms, Walk-in Closets, Ceiling Fans, New Stainless Steel Range, crown molding, and Mature Landscaping. Appliances included:Range, Refrigerator, Dishwasher, Disposal, Washer, and Dryer. New AC installed in 2025. NEW Carpet is being installed. Great Seminole County Schools! MOVE IN REQUIREMENTS: All RE/MAX Town & Country Realty Property Management Division residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application.

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Emily Lemieux (407-921-8751)

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)