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SUNRISE VILLAGE UNIT 4 - O6419183 - 1223 LA MESA AVE, WINTER SPRINGS, FL 32708 Just Added on 06/24/2026 11:30AM
$2,600 | Single Family Home | 5 beds | 2.0 baths | 2 gar
Spacious waterfront home for rent in the desirable Sunrise community of Winter Springs! This freshly painted 5 bedroom, 2 bathroom home features tile flooring and completely remodeled bathrooms. The family room includes a cozy fireplace, while the primary bedroom features a spacious walk-in closet. Enjoy peaceful pond views with no rear neighbors, plus the ability to fish right from your own backyard. Residents of Sunrise enjoy access to Sunrise Park amenities, including basketball courts, playgrounds, baseball fields, soccer fields, and tennis courts. Conveniently located near Winter Springs and Oviedo shopping and dining, UCF, the 417 Expressway, and Seminole County schools.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS
CYPRESS CLUB - O6418918 - 498 CLUB DR, WINTER SPRINGS, FL 32708 2 Days on yellowkey
$1,600 | Townhouse | 2 beds | 2.0 baths
Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. New shingle roofing installed within the past months. Freshly painted and new luxury vinyl flooring throughout the unit. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs peaceful conservation area. Open stairwell that leads to the loft where you will find a spacious laundry arrangement set up. The master bedroom and bath are on the second floor. The home has been freshly painted. The Highlands offers many amenities to include tennis/pickle ball courts, basketball and volleyball, park with BBQ areas and a covered pavilion and boasts its Junior Olympic size swimming pool. Playgrounds throughout the community. Cypress Club also provides a community pool.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC
AVERY PARK - O6419034 - 420 PARK LAKE DR, WINTER SPRINGS, FL 32708 2 Days on yellowkey
$4,300 | Single Family Home | 6 beds | 4.5 baths | 3 gar
Welcome to your dream rental home in the desirable Winter Springs area!, You can enjoy the perfect combination of comfort, space, privacy, and convenience in this beautiful home located in a gated community with a pool. This amazing property offers not only a spacious main house but also a separate apartment located above the garage, creating endless possibilities perfect for a private office, mother-in-law suite, guest apartment, home gym, entertainment area, or your own personal man cave. The home features a functional and spacious layout with plenty of room for everyone, beautiful living areas, and a community that offers security and convenience. Located in the highly desirable Winter Springs area, you will be close to shopping, restaurants, major highways, and everything Central Florida has to offer. Enjoy living in an area known for excellent schools, including Keeth Elementary, Indian Trails Middle School, and Winter Springs High School. A rare opportunity to rent a home that offers the space and flexibility you have been looking for schedule your private showing today before it\'s gone!
Listing is courtesy of: BRIGHT TRUST REALTY LLC
DOUGS UNIT 1 - O6417776 - 101 CORY LN, WINTER SPRINGS, FL 32708 2 Days on yellowkey
$1,450 | Apartment | 2 beds | 2.0 baths
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 an electric range, refrigerator, and a dishwasher. The two spacious bedrooms are separated by two full bathrooms, offering quiet and privacy. It even comes equipped with a stackable washer and dryer in the hallway bathroom. Two parking spaces are just outside your front door. Cory Lane is off peaceful Moss Road that leads to shopping, dining, and schools on nearby SR 434. 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: $1450 Minimum Security Deposit: $1,450 12-Month Lease Application fee for each applicant aged 18+: $55
Listing is courtesy of: FLORIDA ONE REAL ESTATE LLC
WINTER SPGS VILLAGE PH 2 - O6418579 - 660 FANNING DR, WINTER SPRINGS, FL 32708 5 Days on yellowkey
$4,200 | Single Family Home | 6 beds | 5.0 baths | 3 gar
Spacious 6-Bedroom, 5-Bath Home in the Highly Desirable Tuscawilla Community of Winter Springs! Welcome to this expansive two-story home offering 6 bedrooms and 5 full bathrooms in one of Seminole County's most sought-after neighborhoods. Ideally located in the heart of Tuscawilla, this home provides easy access to major highways, shopping centers, restaurants, grocery stores, parks, and everyday conveniences. The thoughtfully designed floor plan features generous living spaces, a large kitchen with ample cabinet and counter space, and plenty of room for entertaining, working from home, or accommodating a large family. The spacious bedrooms and multiple bathrooms provide comfort and privacy for everyone. Families will appreciate being zoned for top-rated Seminole County schools and folks can enjoy the home's convenient location just 15 minutes from the University of Central Florida (UCF). With its prime location, spacious layout, and access to excellent schools and amenities, this home offers an exceptional rental opportunity in Winter Springs.
Listing is courtesy of: RIGHTHOUSE REALTY LLC
CASA PARK VILLAS PH 2 - O6417938 - 600 CASA PARK COURT M, WINTER SPRINGS, FL 32708 7 Days on yellowkey
$2,200 | Townhouse | 3 beds | 2.0 baths
LOCATION LOCATION LOCATION This is a one-story end unit in desireable Casa Park of Tuscawillawith 2 parking assigned spots All new double pane windows and sliding glass door NEW appliances. Fresh paint throughout 2023, New Flooring Huge yard in the back. Both bathrooms have been upgraded. Water Proof Planks flooring everywhere including bedrooms. Fenced courtyard. Community pool, HOA is responsible for ground maintenance, exterior paint, community pool and roof replacement. The roof was replaced in 2015 and all building were repainted. Trotwood park is across the street and walking distance to elementary and middle school. Clubhouse with Olympic size pool, jacuzzi and sauna!!! You will love to call this home!!
Listing is courtesy of: ALL SEASONS REALTY
WEDGEWOOD TENNIS VILLAS - O6416971 - 1422 SPALDING RD, WINTER SPRINGS, FL 32708 9 Days on yellowkey
$2,500 | Single Family Home | 3 beds | 2.0 baths | 2 gar
SHORT TERM (MINIMUM 6 MONTHS) OR LONG TERM WITH 60 DAYS NOTIFICATION! Available July 15, 2026. Enjoy serene living in this well maintained and updated 3-bedroom Tuscawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a clubhouse facility right across the street. Updated kitchen new cabinetry, quartz countertops and equipped with premium stainless steel appliances, vaulted ceilings with elegant wooden beams. Enjoy the living space outdoors in a large screened-in patio, enjoy your backyard, with 12 inch with concrete tiles, vinyl fence for privacy, creating a relaxed setting for entertaining . This home is near Trotwood Park, Cross Seminole Trail and Bear Creek Nature Trail. The location is one of the best with quick access to the 417. The schools include some of thehttps://apply.link/P3tSils top-rated schools in all of Central Florida. ELECTRICITY AND WATER ARE INCLUDED WITH ADDITIONAL MONTHLY FEE OF $450. https://apply.link/P3tSils
Listing is courtesy of: DIAMOND 2000 REALTY, INC
HOLLOWBROOK PH 2 - O6415929 - 780 ORTONA CT, WINTER SPRINGS, FL 32708 13 Days on yellowkey
$2,700 | Single Family Home | 4 beds | 2.0 baths | 2 gar
AVAILABLE NOW – Beautifully Updated 4 Bedroom Home in Desirable Winter Springs! Experience the perfect combination of comfort, style, and location in this exceptionally maintained 4-bedroom, 2-bath home nestled on a quiet cul-de-sac in one of Winter Springs' most sought-after neighborhoods. Step inside and you'll immediately notice the soaring ceilings, open-concept floorplan, and rich hardwood flooring that create a bright and welcoming atmosphere. The spacious living area features a custom fireplace, elegant architectural details, and plenty of room for both relaxing and entertaining. The kitchen offers stainless steel appliances, abundant cabinet space, a sunny breakfast area, and easy access to the formal dining room. The split-bedroom layout provides privacy, while the oversized primary suite serves as a true retreat with a luxurious bathroom featuring a garden tub, separate shower, and dual vanities. One of the home's standout features is the expansive screened and tiled lanai accessed through double French doors, creating the ideal space for outdoor dining, morning coffee, or enjoying Florida's beautiful weather year-round. The fully fenced backyard leads to a peaceful conservation area, offering privacy and a scenic natural setting rarely found in rental homes. Additional features include: • 4 Bedrooms / 2 Bathrooms • Nearly 2,000 square feet of living space • Hardwood flooring throughout main living areas • Custom fireplace with decorative mantel • Stainless steel appliances • Updated roof, HVAC system, and ductwork • Upgraded lighting, ceiling fans, and plumbing fixtures • Formal dining room and spacious eat-in kitchen • Large secondary bedrooms • Screened and tiled rear porch • Fenced backyard with conservation access • Mature landscaping and irrigation system Conveniently located near shopping, dining, parks, walking trails, and top-rated Seminole County schools, this home offers the lifestyle and location tenants are looking for. Opportunities to lease a home this well maintained and upgraded are rare. Schedule your private showing today before this exceptional Winter Springs home is gone!
Listing is courtesy of: NEXTHOME BEST RESULTS REAL ESTATE
NORTH ORLANDO 2ND ADD - O6415927 - 44 S EDGEMON AVE, WINTER SPRINGS, FL 32708 13 Days on yellowkey
$2,300 | Single Family Home | 4 beds | 2.0 baths
4 bedroom, 2 bathroom, large back patio. All tile floors throughout, large back yard. Desirable community , community park with lots of walking sidewalks. Near the Oviedo Market Place and lots of food and shopping areas, easy access to 417, close to Red Bug Lake Recreational Center.
Listing is courtesy of: LA ROSA REALTY PREMIER LLC
BARCLAY RESERVE TWNHMS - O6415311 - 656 PINEBRANCH CIR, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$2,100 | Townhouse | 3 beds | 2.5 baths | 1 gar
** Calls or Text Answered - Quick Approval Process 24hrs ** Available June 29 - July 1st ** A Spacious Townhome 1,600 sqft with 3 Bedrooms * 2 1/2 Baths * 1 Car Garage * in the highly desirable Gated Community of Barclay Reserves located in one of the most convenient areas of Oviedo & Winter Springs on 434 just a 1/4 mi East of 417 >> OVIEDO SCHOOL DISTRICT << This unique, small, private gated community is great for professionals or families. An open living & dining area with 2 French Doors leading out to a private patio, kitchen with large pantry & Breakfast Bar. Patio with no rear neighbor. Engineered wood flooring thru out, tile in wet areas, noise reducing carpet on stairway. Enjoy a large Primary Bedroom with large walk-in closet and Pond/Fountain view. Primary Bath with a separate spa tub, walk-in shower & powder room. Laundry area upstairs is convenient to all 3 bedrooms, lots of storage with 2 Linen Closets. 2 Bright Guest Bedrooms or Office with ample closets. 1 Car Garage & driveway parking & plenty of guest parking for guests. Barclay Reserve is considered one of the very few quaint gated townhome communities offering privacy & surrounded by gated communities. Quick access to 417, only minutes to Oviedo in the Park & Winter Springs Town Center, Shopping, Restaurants, UCF, Tech Center, 417 to 408 or north to Lake Mary & surrounding areas. Available June 29th - July 1st - Call or Text for a quick response
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
NORTH ORLANDO - O6414606 - 10 N FAIRFAX AVE #10, WINTER SPRINGS, FL 32708 18 Days on yellowkey
$1,595 | Apartment | 2 beds | 1.5 baths
LOCATION, LOCATION, LOCATION FULLY RENOVATED Condos in desirable Winter Springs. NO HOA!! BLOCK BUILDING! Unit offers 2 bedrooms, 1 full bath, 1 half bath, COMPLETELY FENCED BACKYARD!! Which provides you with Privacy and Security, a screened PRIVATE PORCH with storage, and NEWER SAMSUNG WASHER/DRYER IN EACH UNIT! Upgraded with STAINLESS STEEL appliances, GRANITE countertops, and engineered WOOD FLOORING. NO CARPET! Ample FRONT PARKING. Located within walking distance of Torcaso Cove Park that offers basketball courts, playground equipment, splash playground, soccer field, football field, and a pavilion. Close to Winter Springs Town Center, Central Winds Park, TOP Seminole County SCHOOLS, shopping, and dining. Easy access to SunRail via Longwood SunRail Station. Call today! MAKE THIS YOUR NEW HOME TODAY ONLY 4 UNITS AT THIS PRICE, HURRY BEFORE THEY ARE GONE!!
TUSCANY PLACE PH 1 - O6414477 - 600 NORTHERN WAY #1307, WINTER SPRINGS, FL 32708 18 Days on yellowkey
$1,950 | Condo | 3 beds | 3.0 baths
3/3, Two-Story Condominium, Family Room, Kitchen with Island. Appliances: Stove, Fridge, Dishwasher, Microwave, Disposal, Triple Master Bedrooms, Two Bedrooms Upstairs, One Bedroom Down Stairs, Walk-In Closets, Open Patio, Inside Utility Room with Washer & Dryer Included. Carpet & Tile Flooring. Gated Community, Assigned Parking, Community Pool, Lawn Care Included, Pets OK, NO SMOKING. Year Built: 2015/ 1609 Sq. Ft.
Listing is courtesy of: LEGENDS REALTY
NORTH ORLANDO TERRACE UNIT 1 SEC 2 - O6414223 - 224 BITTERWOOD ST, WINTER SPRINGS, FL 32708 19 Days on yellowkey
$2,299 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome home! This charming 3-bedroom, 2-bath home is available for immediate move-in. Located in Winter Springs, the property offers a functional layout, spacious living areas, generously sized bedrooms, and a well-equipped kitchen with plenty of cabinet and counter space. The first bedroom is scheduled to be painted next week, providing a fresh update for the new resident. 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