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WINTER PARK PINES - S5152775 - 2828 SCARLET RD, WINTER PARK, FL 32792 Just Added on 06/30/2026 2:20PM
$2,350 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Available Now! This charming 3/2 Home located in the heart of Winter Park features a practical flow between the living, dining, and kitchen spaces. Large windows bring in natural light, Ceramic tile flooring, stainless steel appliances, and stone kitchen countertops. A convenient inside laundry room with washer and dryer provided as convenience only. The covered porch and outdoor space adds additional value, providing room for relaxation, gardening. Pets accepted (Dogs up to 35lb and Cats) with required application, fees, and rents. Conveniently located near top-rated schools, shopping, dining, parks, and major roadways, this home offers both comfort and accessibility in one of Winter Park’s desirable residential areas. A great opportunity to enjoy the best of Central Florida living. Don't miss out on this opportunity to make this beautiful house your home sweet home. Schedule a showing today! All our residents are enrolled in our Resident Benefits Package for $55.00 per month, charged as additional rent. This package includes Pest Assurance powered by Pest Share, access to an online resident portal, and availability of a dedicated 24/7 maintenance portal. Additionally, it offers monthly reporting of rental payments to Experian RentBureau, bi-monthly home delivery of replacement HVAC filters, and the use of resident-completed inspection technology. Residents are entitled to one late fee waiver during their residency and have access to concierge utility services.
Listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC
ORANGE TERRACE - O6421116 - 240 ORANGE TERRACE DR, WINTER PARK, FL 32789 Just Added on 06/30/2026 10:35AM
$3,000 | Single Family Home | 4 beds | 2.0 baths
Spacious 4 bedroom, 2 bath home in a quiet neighborhood just minutes from I-4 and Fairbanks. Convenient to downtown Orlando, Winter Park Village, shopping, dining, and schools. Open split floor plan, with three comfortable bedrooms on one side and a large master suite on the other. Inside laundry room, ample parking spaces, fenced in side yard, all updated with modern finishes and move in ready.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC
- O6416050 - 301 S CAPEN AVE, WINTER PARK, FL 32789 4 Days on yellowkey
$2,500 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue. Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage. Down the hall, you'll find three bedrooms with brand-new carpeting and easy access to the spacious backyard, offering plenty of room to relax or entertain outdoors.
Listing is courtesy of: CORCORAN PREMIER REALTY
AUTRYS PARK - WINTER PARK, FL 32789 4 Days on yellowkey
$7,500 | Single Family Home | 4 beds | 4.0 baths | 2 gar
Virtually Staged. Brand-New Luxury Home for Lease in Winter Park's Most Walkable Neighborhood Live in one of Central Florida's most desirable communities without compromising on space, style, or location. This brand-new, never-lived-in home by Nautilus Homes offers 4 bedrooms, 4 full bathrooms, a private office, and over 3,000 square feet of refined living, all in the heart of Winter Park, steps from everything that makes this city special. The moment you walk in, the difference is obvious. Crème Brûlée wide-plank wood flooring flows throughout, setting a warm, elevated tone that carries into every room. The open-concept living area is anchored by a built-in wine and coffee bar, perfect for morning routines and evening wind-downs alike. The chef's kitchen is the heart of the home, featuring custom ceiling-height cabinetry, a handcrafted wood range hood, and high-end finishes designed for serious cooking and effortless entertaining. Just off the kitchen, a beautifully appointed butler's pantry finished in statement Kit-Kat tile connects seamlessly to the formal dining room, a layout that makes hosting feel natural, not stressful. The floor plan gives everyone their own space. A private office and a full en-suite bedroom on the main level offer flexibility for working from home, hosting guests, or accommodating multigenerational living. Upstairs, three additional bedroom suites each feature walk-in closets and their own beautifully finished bathrooms, no sharing, no compromising. The primary suite is in a category of its own. A spa-inspired bathroom with a freestanding soaking tub, an oversized 9-foot walk-in shower with dual sprayers, a frameless glass enclosure, and sleek linear drainage make every morning feel intentional. The walk-in closet is generously sized and thoughtfully designed. Additional features include a 2-car attached garage, central air and heating, an irrigation system, wood flooring throughout, and electric dryer hookup, everything you'd expect in a home at this level, with nothing left out. Outside, you're minutes from Park Avenue, Winter Park Village, East End Market, and a tight-knit community known for tree-lined streets, top-rated schools, and a pace of life that feels a world away from the rest of Orlando. This is the rare rental that actually lives up to the photos. Reach out today, homes like this don't stay available long.
Listing is courtesy of: REAL BROKER, LLC
CONWILL ESTATES - O6420234 - 1791 SPRUCE AVE, WINTER PARK, FL 32789 4 Days on yellowkey
$4,900 | Single Family Home | 3 beds | 2.0 baths
Beautifully renovated 3 bedroom, 2 bath pool home in one of Winter Park's most desirable neighborhoods. Designed with an open floor plan, this home features wood flooring throughout the main living areas, crown molding, and an incredible chef's kitchen with Quartz countertops, a large breakfast bar, custom cabinetry, floating wood shelves, gas range, stainless steel appliances, and abundant storage. The spacious Florida room overlooks a private backyard complete with a sparkling pool, expansive deck, covered seating area, mature landscaping, and a fully fenced yard. Mango and lime trees, landscape lighting, and a powered storage shed with workbench make the outdoor space just as enjoyable as the inside. Additional features include hurricane impact windows, plantation shutters, updated lighting and ceiling fans, a Nest thermostat, surround sound, and a circular paver driveway. Ideally located just minutes from Park Avenue, Rollins College, the Winter Park Racquet Club, Winter Park Golf Club, Phelps Park, and the YMCA, with easy access to top rated schools, dining, shopping, and everything charming about Winter Park.
EASTBROOK SUB - O6420055 - 887 EASTBROOK BLVD, WINTER PARK, FL 32792 5 Days on yellowkey
$2,650 | Single Family Home | 4 beds | 2.0 baths
Come see this 4 bedroom 2 bath in the beautiful Winter Park neighborhood of Eastbrook. This home is completely move in ready with granite counter-tops and stainless steel appliances in the kitchen and new microwave. Large open kitchen/living room. Spacious bedrooms with lots of closets and storage space. Updated modern light fixtures and fans adorn the rooms throughout the home. Home is tiled and has new laminate throughout. Fenced backyard with huge screened in back porch.
Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC
TANGLEWOOD SEC 3 REP - O6419550 - 5117 LAKE HOWELL RD, WINTER PARK, FL 32792 6 Days on yellowkey
$2,395 | Single Family Home | 3 beds | 1.0 baths | 1 car
3/1, Carport, Single Family Home, Living Room, Dining Room, Eat in Kitchen, Stainless Steel Appliances Included: Stove, Microwave, Refrigerator, Dishwasher, Disposal, Inside Utility Room with Washer and Dryer Hookups, Laminate Wood Flooring & Ceramic Tile Throughout, Fenced Backyard, Pets Ok Upon Owner's Approval, NO SMOKING, Year Built: 1957/1300 Sqft.
Listing is courtesy of: LEGENDS REALTY
LAUREL SPGS - O6419181 - 7522 LAUREL SPRINGS DR, WINTER PARK, FL 32792 7 Days on yellowkey
$2,200 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Located in the highly sought-after Winter Park High School district, this beautifully maintained 3-bedroom, 2-bath home in Laurel Springs provides comfort, space, and convenience. The bright and inviting living area features tile and an open, welcoming feel. Enjoy year-round indoor-outdoor living in the expansive 400+ sq. feet. enclosed patio overlooking a fully fenced backyard—perfect for entertaining, relaxing, or family gatherings. Ideally situated with easy access to shopping, dining, parks, and major highways. Move-in ready!!!!
Listing is courtesy of: JOY ESTATE ENTERPRISE INC
LAKE FOREST PARK S/20 LOT 26 BLK B - O6419042 - 2234 HOWARD DR, WINTER PARK, FL 32789 8 Days on yellowkey
$8,295 | Single Family Home | 4 beds | 5.5 baths | 2 gar
Welcome to an extraordinary two-story, 4-bedroom, 5.5-bath executive estate nestled in one of Winter Park's most sought-after neighborhoods. Designed with timeless elegance and modern convenience, this expansive home effortlessly blends luxury, comfort, and versatility. Inside, vaulted ceilings create a grand sense of space, while multiple living areas offer flexibility for both formal entertaining and casual gatherings. The gourmet kitchen is a chef's dream, complete with an enormous walk-in pantry, high-end appliances, and seamless flow into the dining area. Entertain in style with a wet bar and food service station, perfect for hosting elegant dinners or festive celebrations. Master Suite is an expansive sanctuary that features a spa-like bathroom equipped with a soaker tub, walk-in shower, His and Her vanities Step outside to your private heated lap pool, perfect for fitness or relaxation. The backyard retreat is surrounded by lush landscapingan ideal oasis for quiet relaxation or sunny Florida afternoons. A first-floor bedroom with en-suite bath adds convenience for guests or multi-generational living. Perfectly situated near Audubon Park and Baldwin Park, this home offers unbeatable access to top-rated schools, including Audubon Park K-8 & Winter Park H.S. Ideally situated near Downtown Orlando, Rollins College, hospitals, renowned restaurants, and boutique shopping, making it a prime location for those seeking convenience and accessibility. Explore numerous community parks, perfect for those who enjoy an active outdoor lifestyle. An area rich in culture with nearby museums to explore and learn. This is more than just a homeit's a lifestyle. Experience the best of Winter Park living: elegant, elevated, and effortlessly connected. Pets negotiable with owner approval. Additional fees may apply.
Listing is courtesy of: COLDWELL BANKER REALTY