$6,995 per month
- 5 Beds
- 4 Baths
- 2,918 Sq Ft
- House for Rent
2075 Jewell Ave, Winter Park, FL 32789
2075 Jewell Ave, Winter Park, FL 32789$6,995 per month
2075 Jewell Ave, Winter Park, FL 32789
2075 Jewell Ave, Winter Park, FL 32789$6,500 per month
1879 Sunset Dr, Winter Park, FL 32789
1879 Sunset Dr, Winter Park, FL 32789$2,975 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
$5,900 per month
220 W Reading Way, Winter Park, FL 32789
Welcome to your dream home! This recently renovated gem in the highly coveted Forrest Hills area of Winter Park is now available for rent. Surrounded by enchanting brick streets and majestic trees, this charming residence has been thoughtfully upgraded by the new owner, offering a perfect blend of modern amenities and classic charm. As you step onto the inviting front covered porch, you'll be
Thomas Hewitt HEWITT RESIDENTIAL, LLC
$13,500 per month
1860 Via Contessa, Winter Park, FL 32789
Exceptional Lease Opportunity | The Vias, Winter Park$13,500/mo | $15,000 Security Deposit | One-Year Lease | Pets Considered (Owner Approval) | Available NowRarely does a home of this caliber come to market for lease. Set on a quiet cul-de-sac in one of Winter Park's most prestigious enclaves — the coveted Vias neighborhood — this magnificent 7,000 SF residence delivers an unmatched
Kelly Price KELLY PRICE & COMPANY LLC
$5,895 per month
1235 Via Estrella, Winter Park, FL 32789
Rare opportunity to lease a fully renovated 4-bedroom, 3-bath home in one of Winter Park's most coveted enclaves — The Vias. Spanning 2,207 SF, this sun-drenched residence has been thoughtfully updated throughout and sits just a short stroll from the prestigious Winter Park Racquet Club.Step outside to your private backyard oasis, where a sparkling pool and heated spa are framed by lush,
Kelly Price KELLY PRICE & COMPANY LLC
$4,700 per month
1441 Place Vendome, Winter Park, FL 32789
Beautiful four-bedroom, two-and-a-half-bath home located in Winter Park. This charming residence features hardwood floors, 9-foot ceilings, plantation shutters, downstairs primary bedroom and updated kitchen. The open living area centers around a brick fireplace with built-ins and flows seamlessly into the eat-in kitchen, complete with beautiful countertops, updated appliances, ample cabinetry,
Meg Dolan FANNIE HILLMAN & ASSOCIATES
$2,500 per month
2743 Sanbina St, Winter Park, FL 32789
Welcome to this beautifully updated 3-bedroom, 2-bath home located in the heart of Winter Park. Filled with abundant natural light throughout and thoughtful upgrades, this home offers a warm and inviting atmosphere that would be perfect for your family. Highlights:-Primary suite featuring a walk-in closet and private ensuite bathroom-Classic terrazzo flooring-Recently remodeled
Summer Hornburg BELMONT REALTY
$6,750 per month
527 Langholm Dr, Winter Park, FL 32789
Beautiful custom home with an open floor plan featuring 4 bedrooms, 3.5 baths, downstairs office, 2 car garage, huge loft for gaming and an additional private Bonus Room that can be utilized as a gym or flex room. Master Bedroom and office are conveniently located on the first floor. Additional features of this home include a gourmet kitchen with island, stainless steel appliances, granite
Nancy Woodruff WOODRUFF REALTY, INC.
$4,000 per month
1815 Barker Dr, Winter Park, FL 32789
Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. Pricing includes utilities/wifi. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals,
Benjamin Cole, IV SOTERA LIVING
$3,550 per month
1850 Whitehall Dr, Winter Park, FL 32789
This is a wonderful pool home located in the sought after neighborhood of Kenilworth Shores in Winter Park. It features 3 bedrooms & 2 baths with an open floor plan. Family room/dining room combo, a wonderful Florida room overlooking the backyard & pool area. Enjoy the weekends lounging around the black bottom pool and the lush landscape surrounding the backyard. ALL UTILITIES included! The
Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
$2,295 per month
541 N Capen Ave, Winter Park, FL 32789
This lovely 3 bedroom, 2 bathroom home is located in the heart of Winter Park right next to Park Avenue and Winter Park Village's shops, restaurants, and movie theater. The home includes ceramic tile throughout, kitchen with granite counters and stainless steel appliances, office, Florida room, full size washer/dryer hookups, and a carport. Schedule a showing or submit an application online. All
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$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 March 1, 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 cabinetry,
Vincent Scarlatos CORCORAN PREMIER REALTY
$3,850 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
$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
$4,700 per month
1580 Oakhurst Ave, Winter Park, FL 32789
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 to relax on your sprawling front porch. Upon entering you are
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
$2,950 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.
$2,435 per month
1622 Arbor Park Dr, Winter Park, FL 32789
Free 1/2 month's rent move in incentive! 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 with plenty of natural light
Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC
$2,000 per month
2011 Cornell Ave, Winter Park, FL 32789
Charming 3-Bedroom Home for Rent in Winter Park This charming 3-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
865 S Pennsylvania Ave, Winter Park, FL 32789
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