Location: Winter Springs
Do Not Show Listings
1338 SAN FELIPE CT, WINTER SPRINGS, FL 32708
$2,0001 Day on yellowkey MLS ID: O6398891
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1238 Built: 1987Community: Sunrise Village Unit 6Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Beautiful 3-bedroom, 2-bath rental in the desirable community of Winter Springs! This home features a bright open layout, spacious bedrooms, and a well-equipped kitchen. Enjoy a large fenced yard—perfect for outdoor living—and a convenient location near top-rated schools, shopping, dining, and easy access to Orlando. Don’t miss this great opportunity—schedule your showing today!
Listing is courtesy of: THE EXPERTS TEAM REALTY INC (407-674-7994)
Listing Agent: Maria Vega (407-674-7994)
154 TUSKAWILLA RD #224, WINTER SPRINGS, FL 32708
$1,950116 Days on yellowkey MLS ID: O6368801
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 2008Community: Winter Spgs Town Center A RepApartment
Elementary School: Layer Elementary
High School: Winter Springs High
Middle School: Indian Trails Middle
Remarks: Wow! Talk about location! This apartment is situated in the lovely Winter Springs Town Center! The convenience of walking to Publix for shopping or going right across the street to Aldi is yours! The center has many shops, stores and restaurants ranging from Mexican to Italian, sushi or subs! There is also Spill(wine bar) that you can walk to and enjoy wine, beer, bites, and entertainment on some nights!There are numerous drive-thru restaurants near by as well! Need to commute to work? The 417 is less than 10 minutes away! If you are a fitness buff, there is an onsite fitness center, and walking/running trails nearby, as well as Crunch Fitness across the street too! Don't miss this! Call for an appointment today!
Listing is courtesy of: OPTIMA REAL ESTATE (407-366-4500)
Listing Agent: Deborah Morgan (407-314-8610)
602 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$2,2001 Day on yellowkey MLS ID: O6398960
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1600 Built: 2005Community: Barclay Reserve TwnhmsTownhouse
Elementary School: Lawton Elementary
High School: Oviedo High
Middle School: Jackson Heights Middle
Remarks: Beautiful Well Maintained Townhome with 3 bedrooms, 2 1/2 Baths, 1 Car Garage. This is an end/corner Townhome allowing a wonderful amount of natural light beaming thru all the Extra Windows that only an end townhome allows. No rear neighbors with a solid rear fence & green area beyond. ZONED Top Rated OVIEDO SCHOOL DISTRICT. This Private Gated Community of Barclay Reserves Townhomes is one of the best locations available for Professionals and Families surrounded by Upscale Gated Communities on 434 (Alafaya) 5 minutes east of 417, only a few minutes to Oviedo on the Park, UCF, Tech Center, Oviedo Mall, Shopping, Dining, 30-40 min to attractions and beach. Recent upgrades, AC, Water Heater and Pergo waterproof flooring thru out the downstairs, newer carpet stairway and upstairs, tiled kitchen & bathrooms. A very Large Master Suite with walk-in closet and Master Bath with spa tub, double vanity, toilet closet and linen closet. 2 Spacious guest bedrooms and full bath with tub and shower. A convenient laundry room upstairs. Enjoy the convenience of no outside maintenance in the friendly atmosphere of this Small Gated Barclay Reserve Townhome Community.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Karen Bramlett (352-650-0820)
465 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708
$2,5001 Day on yellowkey MLS ID: TB8497075
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1666 Built: 2016Community: Jesups LandingTownhouse
Remarks: ***Available June 6th, 2026 **** 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)
1714 FOX GLEN CT, WINTER SPRINGS, FL 32708
$2,190231 Days on yellowkey MLS ID: O6339636
0 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1484 Built: 2000Community: Fox Glen At Chelsea Parc Tuscawilla Ph 2Spa: NoSingle Family
Elementary School: Winter Springs Elementary
Remarks: Welcome to this charming 3 bedroom 2 bathroom single family home in winter Springs, Florida with fresh new paint and granite countertop in the kitchen. the enclosed porch and private backyard is a place for you to relax and enjoy your weekends and evenings. HOA takes care of the of the yard for you. Beautiful club house with swimming pool/ jacuzzi and exercise room is all included in the rent. This home is conveniently located within walk in distance from Sam Smith park and a short drive to shopping centers and Oviedo mall. The schools are some of the top rated schools in Central Florida.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Hossin Mosaddad (407-949-1249)
775 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708
$3,70021 Days on yellowkey MLS ID: O6393563
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: Craig Swetnam (407-802-0405)
30 MOREE LOOP #37, WINTER SPRINGS, FL 32708
$1,8758 Days on yellowkey MLS ID: O6397047
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1400 Built: 1973Community: Bay Tree Sec 10Spa: NoCondo
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
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)
429 SHEOAH BLVD #9, WINTER SPRINGS, FL 32708
$2,00011 Days on yellowkey MLS ID: O6396362
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.
155 CORY LN, WINTER SPRINGS, FL 32708
$1,29935 Days on yellowkey MLS ID: O6389988
REDUCED by $100 (7.1%) on 04/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1985Community: Dougs Unit 1Condo
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)
140 MCLEODS WAY, WINTER SPRINGS, FL 32708
$1,95035 Days on yellowkey MLS ID: O6389826
0 Days Off yellowkey (back on 4/7/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1129 Built: 2007Community: Jesups Reserve Twnhms RepTownhouse
Elementary School: Keeth Elementary
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)
107 NANDINA TER, WINTER SPRINGS, FL 32708
$3,09928 Days on yellowkey MLS ID: O6391437
REDUCED by $100 (3.1%) on 04/07/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2501 Built: 1995Community: Howell Creek Reserve Ph 1Single Family
Remarks: Welcome home! This spacious 4-bedroom, 2-bath home with a dedicated office is available for immediate move-in in the desirable Howell Creek Reserve community in Winter Springs. The home features a comfortable and functional layout with well-proportioned bedrooms and bathrooms, a bright living area, and a lovely kitchen with plenty of counter and cabinet space—perfect for everyday living and entertaining. In addition to the four bedrooms, the property includes a private office space that can easily be used as a fifth bedroom, guest room, or study, offering extra flexibility for your needs. Enjoy living in a well-maintained community conveniently located near shopping, dining, parks, and major roadways. 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.
70 MOREE LOOP #63, WINTER SPRINGS, FL 32708
$1,52548 Days on yellowkey MLS ID: O6385980
REDUCED by $75 (4.7%) on 04/07/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1977Community: Bay Tree Sec 09Spa: NoCondo
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.
312 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$2,0959 Days on yellowkey MLS ID: O6394069
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1993Single Family
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)
227 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$1,875157 Days on yellowkey MLS ID: O6355096
0 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1102 Built: 1995Single Family
Remarks: This charming 3-bedroom, 2-bathroom home located in the heart of Winter Springs, FL. The interior features a modern kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers tile and laminate wood flooring throughout, washer and dryer hookups inside the home, and a neutral color palette that complements any décor.
781 SENECA MEADOWS RD, WINTER SPRINGS, FL 32708
$2,90021 Days on yellowkey MLS ID: O6393459
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1947 Built: 2003Community: Parkstone Unit 4Single Family
Remarks: This lovely home is located in the sought-after Parkstone gated subdivision in Winter Springs. The house has been updated with a Gorgeous Modern kitchen which has beautiful granite countertops, tall cabinets and Stainless Steel Appliances. Easy to clean with Ceramic tiles in the entire house, including the 2 cars garage. This home has 4 bedrooms, 2 bathrooms and 3 living areas (one formal living and dining room, one family/dining combo room and a large Florida room in the back with its own separate AC unit and private office. Fenced backyard with brick paving floor. Rooms measurements are approximately. Enjoy the hot summer days in the community pool and recreational areas within the community. In addition, all the outdoor activities in Central Winds Park. Easy access to I-417, short drive distance to UCF, Valencia and Seminole Colleges, Orlando International Airport, Hospitals, shopping centers and restaurants. To schedule an appointment please call or text the listing agent and be ready to show proof of income of at least twice the monthly rent. VERY IMPORTANT Background and credit check for all applicants above 18 years of age will be performed.
Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)
Listing Agent: Rosa Urena (407-334-3417)
1350 TARFLOWER DR, WINTER SPRINGS, FL 32708
$2,75013 Days on yellowkey MLS ID: O6395636
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, with only one rental becoming available since last year. 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)
610 CASA PARK COURT H, WINTER SPRINGS, FL 32708
$1,65028 Days on yellowkey MLS ID: O6391421
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
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)
407 SHEOAH BLVD #9, WINTER SPRINGS, FL 32708
$1,80016 Days on yellowkey MLS ID: O6394745
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 offers 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)
407 SHEOAH BLVD #13, WINTER SPRINGS, FL 32708
$1,50065 Days on yellowkey MLS ID: O6380890
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.
Listing is courtesy of: WATSON REALTY CORP (407-359-2300)
Listing Agent: Gina Jenkins (407-588-2645)
600 NORTHERN WAY #506, WINTER SPRINGS, FL 32708
$1,87597 Days on yellowkey MLS ID: S5141310
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1132 Built: 1985Community: Tuscany Place Ph 1Condo
Remarks: Stunning 2BR/2BA Condo in Gated Tuscany Place – Steps from Trotwood Park! Experience low-maintenance luxury in this spacious 2-bedroom, 2-bathroom condo located on a second floor. Brand new bathroom cabinets, kitchen is well-appointed with BRAND NEW modern cabinetry, QUARTZ countertops, stylish backsplash and Stainless Steel Appliances, perfect for home chefs featuring an inviting private screened balcony overlooking the patio. Bathrooms have been Located in the quiet, gated community of Tuscany Place, residents enjoy access to a resort-style Community Pool and cabana. The neighborhood is meticulously maintained with lush landscaping and a strong sense of community plus conveniently located minutes away from Winter Springs Town Center for premier dining and shopping. Call Today!!
Listing is courtesy of: PR REAL ESTATE SERVICES (407-447-9500)
Listing Agent: Veronica Ochoa (407-404-0336)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.