$2,900 per month
- 3 Beds
- 2 Baths
- 1,760 Sq Ft
- House for Rent
2128 Sycamore Dr, Winter Park, FL 32789
2128 Sycamore Dr, Winter Park, FL 32789$2,900 per month
2128 Sycamore Dr, Winter Park, FL 32789
2128 Sycamore Dr, Winter Park, FL 32789$3,000 per month
1891 Oglesby Ave, Winter Park, FL 32789
1891 Oglesby Ave, Winter Park, FL 32789$1,650 per month
1550 Michigan Ave, Winter Park, FL 32789
Welcome to your future home in the charming district of Winter Park, FL! This inviting property offers a warm atmosphere perfect for relaxation and convenience, surrounded by a vibrant community.This residence boasts spacious living equipped with essential comforts. With ample bedrooms and bathrooms, it accommodates various lifestyles. You'll appreciate the central heating and cooling
$6,750 per month
132 Burks Cir, Winter Park, FL 32789
Experience refined living in this completely remodeled single story residence in the heart of Winter Park. This home has been impeccably maintained and offers three spacious bedrooms and three beautifully appointed baths in the main residence. A one bedroom studio is compelete with a beautiful bath and totallly equipped kitchenette. Lots of light enhances this 384 sf. apt. A washer/dryer and
Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS
$5,500 per month
1815 Barker Dr, Winter Park, FL 32789
Available for Monthly Rentals | Furnished or UnfurnishedWelcome to your luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath residence features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. ( for shorter terms only 3 bedrooms, a fourth bedroom is
Cliff Glansen FLATFEE.COM
$1,100 per month
1925 S Lakemont Ave, Winter Park, FL 32792
Enjoy lakefront living in this charming waterfront Studio B apartment with beautiful views of Baldwin Lake, offering a desirable Winter Park address and the highly sought-after Baldwin Park lifestyle. Located directly across from the Lake Baldwin Trail, you’ll love being near scenic surroundings and stunning sunsets over the water. This studio includes a private bathroom and a brand new
Elena Sanchez BALDWIN PARK REALTY LLC
$17,000 per month
1742 Temple Dr, Winter Park, FL 32789
An Enduring Work of Art: Winter Park’s Modern MasterpieceThis is more than just a property; it is an iconic masterpiece. Tucked within one of Winter Park’s most exclusive enclaves, this stunning four-bedroom, five-bathroom ground-up renovation offers a refined lifestyle where modern luxury and intelligent functionality converge.From the moment you enter it’s clear this home was designed
Mark Anthony Buot ROI AVE LLC
$3,150 per month
1835 Edwin Blvd, Winter Park, FL 32789
Charming bungalow on a brick street in beautiful Winter Park, available January 12, 2026. This 3-bedroom, 2-bathhome offers a great split floorplan and newer finishes. The kitchen and both primary en-suite and secondary bathroomshave been completely remodeled with premium finishes. The home boasts a newer roof, hardwood and stone floorsthroughout, with granite counters, white
Vincent Scarlatos CORCORAN PREMIER REALTY
$3,950 per month
1302 Michigan Ave, Winter Park, FL 32789
This is a unique opportunity to live in this glamorous, impeccably maintained 3 bedrooms, 2.5 baths in the heart of Winter Park (Unfurnished). This beautiful home features formal living and dining rooms that open to the impressive gourmet kitchen fitted with wood cabinetry, stainless steel appliances, granite countertops, a breakfast bar, there is also room for a breakfast nook. Through the
Mo Jabr RE/MAX 200 REALTY
$3,600 per month
220 Overlook Rd, Winter Park, FL 32789
Charming Cape Cod–style home available for lease in the heart of Winter Park. Ideally located just one block from Lake Mizell and moments from Park Avenue and Rollins College, this residence offers an exceptional lifestyle surrounded by premier shops, dining, and local amenities.The home features a spacious and inviting floor plan with a large living room, sunroom or dining area, and two
Julie Bombardo PREMIER SOTHEBY'S INTL. REALTY
$7,000 per month
519 Park North Ct, Winter Park, FL 32789
Discover refined single-story living at 519 Park North Court, an exceptional luxury rental in the heart of Winter Park. This beautifully appointed four-bedroom, three-and-a-half-bath residence offers an ideal blend of elegance and comfort, with a thoughtfully designed split floor plan that ensures both privacy and functionality for modern living.The home welcomes you with a formal living room
Kelly Price KELLY PRICE & COMPANY LLC
$19,000 per month
1221 Richmond Rd, Winter Park, FL 32789
Owner/Builder/Agent - An Award-Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence located in the coveted Virginia Heights neighborhood of Winter Park—offering deeded lake access to the Winter Park Chain of Lakes. This architectural showpiece was honored as the 2024
Christopher Salhab LA ROSA REALTY LLC
$3,700 per month
730 W Swoope Ave, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Charming Winter Park Corner Home for Rent - 730 W Swoope Ave Experience the best of Winter Park living in this beautifully renovated corner home! Located just three blocks from the iconic Park Avenue, this spacious 5-bedroom, 3 bathroom residence offers over 2,200 square feet of updated living space. The bright, open design and private rooms provide
Andres Ospina Rivera LPT REALTY, LLC
$3,300 per month
1690 Dale Ave, Winter Park, FL 32789
Located in one of the best areas of Winter Park, this home offers top- rated schools, welcoming neighborhood, and unbeatable convenience. just a mile from Park Avenue, you will enjoy easy access to shops, restaurants, and all the charm Winter Park is known for.With plenty to do nearby and a family - friendly environment, this is the perfect place to raise a family and enjoy the Winter Park
Farzaneh Alijani ZAMIN INC
$4,850 per month
1580 Oakhurst Ave, Winter Park, FL 32789
FOR LEASE START BY 3/01 - $2500 CREDIT ON FIRST MONTHS RENT! Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting
Lisa Gould KELLER WILLIAMS WINTER PARK
$7,900 per month
300 Killarney Dr, Winter Park, FL 32789
Exceptional Lakefront Living in the Heart of Winter ParkWelcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle.Property Highlights:Situated on an oversized lot with coveted Lake Killarney
Kelly Price KELLY PRICE & COMPANY LLC
$6,995 per month
1350 Lyndale Blvd, Winter Park, FL 32789
Gorgeous, Custom & recently renovated! This home features 4 bedrooms, 3 full baths & 2 half baths. Spacious, light & bright with 10’ ceilings, Brazilian cherry floors, and a gourmet kitchen. The kitchen is a chef's dream and perfect for entertaining. It boasts natural wood cabinets, large center island, dual fuel six-burner range, wine fridge and a built-in refrigerator. It overlooks a casual
Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
$3,149 per month
1807 N Park Ave, Winter Park, FL 32789
Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open living space in the heart of desirable Winter Park. This charming home features a spacious layout with a warm and inviting living area, a functional kitchen with plenty of storage, and comfortable bedrooms — each with its own bath, offering added privacy and convenience. Step
Jason Hamilton THE REALTY MEDICS
$2,250 per month
1148 Park Green Place, Winter Park, FL 32789
Single family home in Winter Park! Close to shopping, theater, malls! Single family three bedroom two bath home Fully tiled interior, all appliances including washer and dryer. Fenced courtyard and patio. Two car garage with remote! Home is currently occupied. Call ahead for showing appointments
Linda Baez DON ASHER & ASSOCIATES, INC.
$2,500 per month
1622 Arbor Park Dr, Winter Park, FL 32789
Offering a $500 move-in incentive if moved in by the end of February! Come view this 3 bed/1.5 bath home in Winter Park! With easy access to Lake Howell Rd and Lakemont Ave, it's close to several restaurants, surrounded by schools, parks, and lakes, Interlachen Country Club, AdventHealth, and Kraft Azalea Garden. Aloma and Old Winter Park are also nearby. Inside, you'll find a large living room
Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC
$15,500 per month
1860 Via Contessa, Winter Park, FL 32789
Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Viasneighborhood,offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcomingatmosphere.Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The
Sylvester Harding SIERRA REALTY GROUP LLC
$8,500 per month
1530 Via Tuscany, Winter Park, FL 32789
Newly Remodeled Pool home located on premier street in Winter Park. This 4 bedroom home has just been totally updated with very tasteful upgrades. Notable items include: new paint in and out, new flooring in foyer, kitchen, baths. All baths remodeled, new light fixtures, new pavers on rear patio and pool, new landscaping package. The kitchen features new stone counters and backsplash. Also there
Dan Haber CORCORAN PREMIER REALTY
$2,000 per month
2011 Cornell Ave, Winter Park, FL 32789
Charming 2-Bedroom Home for Rent in Winter Park This charming 2-bedroom, 1-bathroom home has been completely renovated and is available for rent in the heart of Winter Park. The main home offers a functional and comfortable layout, ideal for everyday living. The property also includes a separate efficiency unit and a rear unit, both currently rented and featuring independent entrances, providing
Andres Ospina Rivera LPT REALTY, LLC
$2,650 per month
Unlisted Address
Historic 2-bedroom home walking distance to Park Avenue and Rollins College. This well-maintained rental features a living room fireplace, fresh interior paint, and new cordless blinds throughout. The kitchen includes stainless steel appliances and a gas stove. Enjoy a screened front porch, fully fenced yard, and ample rear parking. Prime Winter Park location with classic charm and modern updates.
Catherine Mitchell SANDRONI HOLDINGS REAL ESTATE LLC