Homes for Rent in ZIP Code 32789

/15
$2,975 per month
- 3 Beds
- 2 Baths
- 1,195 Sq Ft
- House for Rent
1891 Oglesby Ave, Winter Park, FL 32789

Beautifully maintained home in the highly desirable Winter Park 32789 neighborhood. This charming property offers an inviting floor plan with abundant natural light, spacious living and dining areas, and a well-appointed kitchen with generous counter space and modern finishes. Comfortable bedrooms provide ample storage, and the primary suite offers a private and peaceful retreat. Flexible bonus

Paul Jimenez

URBANISTA BROKERS

(321) 977-5674

1891 Oglesby Ave, Winter Park, FL 32789
/26
$1,465 per month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 244, Winter Park, FL 32789

Discover easy living at 2500 Lee Road, Unit 244, Winter Park, FL 32789. This charming spacious 1 bedroom, 1 full bathroom condo is located in the heart of Winter Park, offering comfort, convenience, and access to everything you need. Bright kitchen with plenty of storageand an Open living area with natural light Community features may include: Swimming pool, Assigned parking, Landscaped

Rustina Gibson

RE/MAX VANTAGE

(321) 336-5615

2500 Lee Rd Unit 244, Winter Park, FL 32789
/21
$1,750 per month
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
- Condo for Rent
1500 Gay Rd Unit 18A, Winter Park, FL 32789

Winter Park Lakefront Community. Lakefront Deck, Dock, Grill, Community Building, Heated Pool and Sauna. Immaculate 2 Bedroom 2 Bath First Floor Unit. Upgraded Kitchen with Raised Ceiling, Maple Cabinets and Granite Counters. Cabinets (matching Kitchen Cabinets) and Counters built in Dining Room for extra Storage. Recently Painted. New Carpets in Bedrooms. Bathroom Vanities and Commodes have been

Janice Erickson

REALCOM REAL ESTATE SERVICES INC

(689) 336-1800

1500 Gay Rd Unit 18A, Winter Park, FL 32789
/29
$1,799 per month
- 2 Beds
- 1 Bath
- 804 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 101, Winter Park, FL 32789

Welcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled on the ground floor of theLake Killarney Condominiums, Unit 101 offers a seamless blend of comfort, style, and lakeside living. Bright & openlayout that flows from the living space into a modern kitchen with a large center island — perfect for entertaining orcasual family meals. Granite

Elizabeth Fowler

THE FLORIDA PROPERTY SHOP SALE

(689) 588-1599

151 N Orlando Ave Unit 101, Winter Park, FL 32789
/65
$6,995 per month
- 5 Beds
- 4 Baths
- 2,918 Sq Ft
- House for Rent
2075 Jewell Ave, Winter Park, FL 32789

FULLY FURNISHED 5br/4b +bonus loft GEM! Welcome to 2075 Jewel Avenue, an exceptional residence nestled in the heart of Winter Park, 32789—one of Central Florida’s most sought-after communities. Ideally situated just minutes from the vibrant shops and dining along Park Avenue and the scenic beauty of Rollins College, this home offers the perfect blend of charm, convenience, and lifestyle. Set on a

Paul Jimenez

URBANISTA BROKERS

(321) 483-3119

2075 Jewell Ave, Winter Park, FL 32789
/75

$1,465 - $3,341 per month

Bainbridge Winter Park

1 - 3 Beds

1400 Morgan Stanley Ave, Winter Park, FL 32789

Celebrate the power of possibilities. Signature details enhance grand features in expansive homes, all a promise to your heightened prosperity at Bainbridge Winter Park. In the heart of Winter Park, Florida’s lush parks and gardens, museums, festivals, and events - you’re central to the finer things in life.

1400 Morgan Stanley Ave, Winter Park, FL 32789
/17
$1,750 per month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit C206, Winter Park, FL 32789

Beautiful and move-in ready condo!Located on the second floor in a quiet community, perfect for families or professionals seeking comfort and convenience. 1.- Property Features2 Bedrooms1 Full BathroomSecond-floor unit (added privacy)Total area: 881 sqft 2.- Comfort & Interior FeaturesCentral Air ConditioningCentral HeatingCeiling FansHigh CeilingsOpen

Yein Ross ROSS RENTALS LLC

1695 Lee Rd Unit C206, Winter Park, FL 32789
/28

$1,674 per month

Elon Winter Park

1 Bed

712 Nicolet Ave, Winter Park, FL 32789

Welcome to Elon Winter Park Apartments in Winter Park, Florida, where chic meets serenity in the heart of Winter Park's vibrant tapestry. Nestled within this charming community, our boutique one-bedroom apartments redefine urban living with spacious interiors, a contemporary aesthetic, and designer accents that elevate every moment. Immerse yourself in the allure of Winter Park's entertainment

712 Nicolet Ave, Winter Park, FL 32789
/32
$4,200 per month
- 4 Beds
- 3 Baths
- 2,509 Sq Ft
- House for Rent
668 Overspin Dr, Winter Park, FL 32789

One or more photo(s) has been virtually staged. A contemporary, beautifully finished home offering standout value in one of Winter Park’s most coveted zip codes. With more than 2,500 square feet of bright, open living space, this property features a sleek fireplace, a large pantry area, a designer kitchen, and a massive two-car garage. The private primary suite sits upstairs along with additional

Kris Kennedy COMPASS FLORIDA LLC

668 Overspin Dr, Winter Park, FL 32789
/53

$1,635 - $9,294 per month

Juno Winter Park

Studio - 3 Beds

1305 Morgan Stanley Ave, Winter Park, FL 32789

Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,

1305 Morgan Stanley Ave, Winter Park, FL 32789
/12
$2,550 per month
- 2 Beds
- 2 Baths
- 1,140 Sq Ft
- Condo for Rent
110 Killarney Bay Ct Unit 1, Winter Park, FL 32789

Enjoy easy, lakefront living in this beautifully maintained 2-bedroom, 2-bath condo in the desirable Killarney Bay community in Winter Park! This spacious unit features an open-concept layout with abundant natural light, a well-appointed kitchen, and comfortable living and dining areas—perfect for both relaxing and entertaining. Both bedrooms offer generous space, with a private primary suite

David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

110 Killarney Bay Ct Unit 1, Winter Park, FL 32789
/103

$1,807 - $6,390 per month

Paseo at Winter Park Village

1 - 3 Beds

940 W Canton Ave, Winter Park, FL 32789

Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

940 W Canton Ave, Winter Park, FL 32789
/61
$7,200 per month
- 4 Beds
- 3 Baths
- 3,142 Sq Ft
- House for Rent
1016 Howell Branch Rd, Winter Park, FL 32789

Canal Front Oasis on the Winter Park Chain of Lakes! Welcome to 1016 Howell Branch Road,where every day feels like a getaway. (Property can be leased furnished for an additional fee.) This beautifully reimagined 4-bedroom, 3-bath residence offers 3,142 square feet of inspiredliving space set amid lush, tropical landscaping — all within the bestof Winter Park and Maitland. *The canal

Andrew Birr PLAID PROPERTIES, LLC

1016 Howell Branch Rd, Winter Park, FL 32789
/50

$1,550 - $3,136 per month

Seven41 Winter Park

Studio - 2 Beds

741 Clay St, Winter Park, FL 32789

Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.

741 Clay St, Winter Park, FL 32789
/25
$2,500 per month
- 3 Beds
- 1.5 Baths
- 1,279 Sq Ft
- House for Rent
2846 Euston Rd, Winter Park, FL 32789

Welcome to a true Mid-Century rental in Winter Park located in the quaint neighborhood of Fairbank Shores. Spacious 2 bedrooms and 1.5 bath home with 1 extra flexible room that can be used as an office or 3rd bedroom(no closet). Centrally located, minutes form I4, close to Park Avenue District, College Park, major shopping centers and many more. Big backyard with a nice sized paved courtyard and

Vanessa Laboy 365 REALTY, INC.

2846 Euston Rd, Winter Park, FL 32789
/50

$1,510 - $5,399 per month

Berkshire Winter Park

Studio - 3 Beds

1874 Harmon Ave, Winter Park, FL 32789

Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment

1874 Harmon Ave, Winter Park, FL 32789
/16
$1,895 per month
- 2 Beds
- 2.5 Baths
- 959 Sq Ft
- Townhouse for Rent
295 Sandlewood Trail, Winter Park, FL 32789

This 2 bedroom, 2.5 bathroom townhome is located in Winter Park's desirable Sandlewood Creek community. Enjoy Park Avenue's shops and restaurants, Winter Park Village, highly rated schools, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a spacious main living area with open living room and dining room, a

Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

295 Sandlewood Trail, Winter Park, FL 32789
/18

$1,330 - $1,750 per month

Park East - Park Knowles Apartments

Studio - 2 Beds

311 N Knowles Ave, Winter Park, FL 32789

Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style.Choose from a wide array of floor plans and layouts to find the home that meets your needs. Your fully equipped kitchen opens

311 N Knowles Ave, Winter Park, FL 32789
/39
$3,300 per month
- 2 Beds
- 2 Baths
- 1,209 Sq Ft
- House for Rent
870 Carver St Unit A, Winter Park, FL 32789

Welcome to 870 Carver Street, a thoughtfully designed two-bedroom, two-bath residence in the core of Winter Park. Offering more than 1,200 square feet, the newly constructed home features vaulted ceilings with exposed rafters, warm wood finishes and industrial-inspired black metal ductwork that define its architectural character. The primary suite includes a floating wall closet system, a laundry

Drew Henner PREMIER SOTHEBY'S INTL. REALTY

870 Carver St Unit A, Winter Park, FL 32789
/35

$1,695 - $1,825 per month

The Lofts of Winter Park Village

1 Bed

520 N Orlando Ave, Winter Park, FL 32789

Discover urban living at its best in Winter Park's The Lofts! Offering a unique 2-level loft, the allure of high ceilings, oversized windows, and industrial touches reminiscent of New York City's ambiance. Step into the heart of the action, surrounded by Regal Movie Theatre, Crisp & Greens, Jeni's Ice Cream, Cheesecake Factory, Bar Italia, Publix, Free People, and much more. This unique urban

520 N Orlando Ave, Winter Park, FL 32789
/35
$4,500 per month
- 4 Beds
- 3 Baths
- 1,808 Sq Ft
- House for Rent
1802 Arbor Park Dr, Winter Park, FL 32789

Welcome home to this beautifully maintained 4-bedroom, 3-bath pool home located in Winter Park’s highly desirable Tree Streets neighborhood—an area known for its charming, tree-lined roads and peaceful atmosphere. Situated on an oversized .27-acre lot, one of the largest in the community, this property offers rare space and privacy while still being close to everything Winter Park has to offer.

Jorge Perez Gonzalez TBRO REALTY LLC

1802 Arbor Park Dr, Winter Park, FL 32789
/35

$1,750 - $2,750 per month

Hannibal Square

2 Beds

433 W New England Ave, Winter Park, FL 32789

We have 9 beautiful, and unique buildings located in Hannibal Square: 400, 430, 433, 444, 470 and 558 W. New England Ave., 362 S. Pennsylvania Ave. and 402 W. Welbourne Ave. Onsite parking is available in our 7 story parking garage located at 362 S. Pennsylvania Ave. There are a limited number of storage and garage spaces available as well!Our apartment options include: studio, 1/1, 2/1, 2/2,

433 W New England Ave, Winter Park, FL 32789
/37
$5,900 per month
- 4 Beds
- 3 Baths
- 2,741 Sq Ft
- House for Rent
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

220 W Reading Way, Winter Park, FL 32789
/27

$1,365 - $2,100 per month

Westmount at Winter Park

Studio - 3 Beds

1701 Lee Rd, Winter Park, FL 32789

Theres no place like Westmount at Winter Park Apartments in Winter Park, FL. These stylish studio, one, two, and three bedroom apartment homes are thoughtfully designed with features like vinyl plank flooring, large closets, and in-home washers and dryers. With the option of sleek stainless steel or black appliances, your kitchen is as functional as it is modern. Step outside and enjoy the serene

1701 Lee Rd, Winter Park, FL 32789
/90
$13,500 per month
- 8 Beds
- 6 Baths
- 7,000 Sq Ft
- House for Rent
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

1860 Via Contessa, Winter Park, FL 32789
/27

$1,236 - $2,425 per month

Village Park Senior

1 - 3 Beds

550 W Denning Dr, Winter Park, FL 32789

WINTER PARK VILLAGE, an established lifestyle center located just north of Orlando in the affluent community of Winter Park on 17-92 between Lee Road and Fairbanks Avenue. This is the area’s most exciting destination for upscale shopping, dining, entertainment and just an overall great place to spend time away from the mall madness.

550 W Denning Dr, Winter Park, FL 32789
/14
$5,895 per month
- 4 Beds
- 3 Baths
- 2,207 Sq Ft
- House for Rent
1235 Via Estrella, Winter Park, FL 32789

Rare opportunity to lease a spacious 4-bedroom, 3-bath home in one of Winter Park's most coveted enclaves — The Vias. Spanning 2,207 SF, this sun-drenched residence sits just a short stroll from the prestigious Winter Park Racquet Club. Flooded with natural light, the open-concept living spaces feature beautiful bamboo wood floors, a well-appointed kitchen with white cabinetry and a large island,

Kelly Price KELLY PRICE & COMPANY LLC

1235 Via Estrella, Winter Park, FL 32789
/20
$3,995 per month
- 4 Beds
- 3.5 Baths
- 2,604 Sq Ft
- Townhouse for Rent
438 W Swoope Ave, Winter Park, FL 32789

SPECIAL!! $500 OFF THE 1ST MO RENT IF YOU MOVE IN BEFORE 3/31!!PRIME LOCATION! JUST STEPS FROM PARK AVENUE, WALKING DISTANCE TO EVERYTHING!This beautiful TOWNHOME is located in the exclusive 400 West community, just moments from Park Avenue. It offers a PERFECT COMBINATION OF SUPERIOR CRAFTSMANSHIP, ELEGANT INTERIORS, and GREAT WALKABILITY. You can enter via the PRIVATE GARAGE or

438 W Swoope Ave, Winter Park, FL 32789
/13
$2,500 per month
- 3 Beds
- 2 Baths
- 1,226 Sq Ft
- House for Rent
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

2743 Sanbina St, Winter Park, FL 32789
/45
$1,940 per month
- 2 Beds
- 1 Bath
- 1,140 Sq Ft
- Condo for Rent
1307 Formosa Ave Unit SI ID1250011P, Winter Park, FL 32789

The advertised rate of $1,941/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 4, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

1307 Formosa Ave Unit SI ID1250011P, Winter Park, FL 32789
/18
$6,750 per month
- 4 Beds
- 3.5 Baths
- 3,276 Sq Ft
- House for Rent
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.

527 Langholm Dr, Winter Park, FL 32789
/83
$3,120 per month
- 3 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789

The advertised rate of $3,120/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 20, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
/15
$1,895 per month
- 2 Beds
- 2.5 Baths
- 960 Sq Ft
- Townhouse for Rent
307 Sandlewood Trail, Winter Park, FL 32789

This 2 bedroom, 2.5 bathroom townhome is located in Winter Park's desirable Sandlewood Creek community. Enjoy Park Avenue's shops and restaurants, Winter Park Village, highly rated schools, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a spacious main living area with open living room and dining room, a

Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

307 Sandlewood Trail, Winter Park, FL 32789
/20
$1,650 per month
- 1 Bed
- 1 Bath
- 502 Sq Ft
- House for Rent
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

1550 Michigan Ave, Winter Park, FL 32789
/24
$2,200 per month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 118, Winter Park, FL 32789

Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix,

Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

151 N Orlando Ave Unit 118, Winter Park, FL 32789
/27
$1,375 per month
- 2 Beds
- 1 Bath
- 851 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 212, Winter Park, FL 32789

Welcome to Lakeside Manor on beautiful Lake Killarney! This charming 2 bedroom, 1 bathroom second-floor condo offers tranquil living in one of Central Florida’s most desirable areas. Enjoy a serene, park-like setting right outside your door and access to breathtaking sunset views from the private community dock.Just minutes from Park Ave, Rollins College, Mills District, top dining,

2500 Lee Rd Unit 212, Winter Park, FL 32789
/89
$4,000 per month
- 4 Beds
- 2 Baths
- 1,548 Sq Ft
- House for Rent
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

1815 Barker Dr, Winter Park, FL 32789
/45
$2,595 per month
- 3 Beds
- 2 Baths
- 1,282 Sq Ft
- House for Rent
1128 Park Green Place, Winter Park, FL 32789

Stylish Winter Park home available now! Split-plan, 3 bed, 2 bath layout with two car garage, fenced-in backyard with patio, and community pool with cabana. Pet-friendly (subject to deposit and approval). The master bedroom has trey ceilings and an en-suite bath with double vanity and double walk-in closets. Full-size washer and dryer, new A/C unit (2025) and fresh exterior paint (2025). Located

1128 Park Green Place, Winter Park, FL 32789
/12
$6,000 per month
- 2 Beds
- 2.5 Baths
- 1,500 Sq Ft
- Apartment for Rent
301 W Comstock Ave, Winter Park, FL 32789

Under Construction. Beautiful 2 bedroom, 2.5 bath, laundry in unit, detached two (2) car garage with private guest suite located in Hannibal Square. New Construction.

Sydney Brownlee THE SYDGAN CORP

301 W Comstock Ave, Winter Park, FL 32789
/32
$3,475 per month
- 3 Beds
- 2 Baths
- 1,670 Sq Ft
- House for Rent
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

1850 Whitehall Dr, Winter Park, FL 32789

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