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modified
5+ Days Ago

Location

1250 S Denning Dr #232, Winter Park, FL 32789, USA

Tour 1250 S Denning Dr #232

Contact

pmc-logo

Robert Rodriguez

REMAX Downtown

(844) 331-6911 ext. 7817

Property Overview

Located in a prime area, this property offers an excellent opportunity for those seeking a vibrant community ambiance. It is great for individuals and professionals who appreciate nearby amenities and an active lifestyle. Additional notable features enhance its appeal, making it a compelling option for diverse buyers.

This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.

Things you’ll love

  • Less expensive
  • Images available
  • Laundry available on site

Great for

  • Social life
  • Wellness

Amenities for 1250 S Denning Dr #232

Apartment Amenities

CarpetCeiling Fan
Central Air

Appliances

DishwasherIn-Unit Laundry

Building

Onsite Laundry

Grounds

Outdoor SpaceSwimming Pool
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

Questions about this property’s policies and fees?

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About 1250 S Denning Dr #232

HomeApartments in Winter Park 1250 S Denning Dr #232, Winter Park, FL 32789, USA

Property Status: Active Less than 1 mile from Rollins College and Park Ave in the highly desirable 32789 Winter Park zip code. This 2-Bedroom, 2-Bath hidden gem backs up to Mead Botanical Gardens. Also, less than 5 miles from from Downtown Orlando. This light-filled home features a brand-new kitchen with granite countertops & appliances, fresh paint, updated bathrooms, new carpet, and modern finishes throughout. Unit also has plantation shutters for added privacy. Enjoy garden views, a heated community pool, and on-site laundry. Adjacent to Mead Botanical Gardens and only 1 mile from Downtown Winter Park, Rollins College, Winter Park Village, Park Avenue dining & shopping, and the Farmer’s Market. Convenient access to College Park, Baldwin Park, I-4, 408, and just 30 minutes to MCO Airport, Disney, and Universal. Don’t miss this exceptional opportunity in a prime location! Office Phone: (407) 770-2050 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.


Go to property website

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 1250 South Denning Drive, Winter Park, FL 32789, USA compares to other nearby properties.

Positives

Less expensive
Some rentals at this address are cheaper than similar listings nearby
Images available
There are at least 10 photos of this address
Laundry available on site
Washers and dryers are available in-building or in-unit

Considerations

Greater distance from grade schools
The nearest elementary school is farther than 1 mile away

Address details

Zip code32789
TypeCondo for rent

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Rent trends in Winter Park

2-bedroom apartments at 1250 S Denning Dr #232 cost about 6% less than the average rent price for 2-bedroom apartments in Winter Park.

Median rents as of Oct 18 2025.
Winter Park
A table of 2-bedroom apartment rental data trends in Winter Park
MonthMedian Rent
November 2023$1,730
December 2023$1,717
January 2024$1,785
February 2024$1,773
March 2024$1,796
April 2024$1,750
May 2024$1,765
June 2024$1,821
July 2024$1,834
August 2024$1,794
September 2024$1,802
October 2024$1,792
November 2024$1,751
December 2024$1,732
January 2025$1,772
February 2025$1,757
March 2025$1,708
April 2025$1,691
May 2025$1,673
June 2025$1,686
July 2025$1,769
August 2025$1,762
September 2025$1,711
October 2025$1,697

Affordability calculator

Can I afford to live at 1250 S Denning Dr #232?

Bedrooms

2 bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$64,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $64,000 annually to afford this 2-bedrooms monthly rent price of $1,600.
For more information on rent affordability, visit our rent calculator.

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 1250 S Denning Dr, Winter Park, FL.
This month$1,6502 bed2 bath
Last month$1,7502 bed2 bath
3 months ago$1,8652 bed2 bath
7 months ago$1,7902 bed2 bath
1 year ago$1,9002 bed2 bath
1 year ago$2,1002 bed2 bath
1 year ago$1,9502 bed2 bath
1 year ago$1,2001 bed1 bath
2 years ago$1,5952 bed2 bath

Schools near 1250 S Denning Dr #232

Killarney Elementary School

2401 wellington blvd

winter park, FL, 32789

PK, K-5Public
B-

OCVS Virtual Instruction Program

1600 silver star rd

orlando, FL, 32804

K-12Public

OCVS Virtual Franchise

1600 silver star rd

orlando, FL, 32804

K-12Public
A-

BETA Alternative School

4680 lake underhill rd

orlando, FL, 32807

PK, 6-12Public
C+

Silver Pines Academy

4000 silver star rd

orlando, FL, 32808

PK, K-12Public
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Internet available near 1250 S Denning Dr #232

Getting around Winter Park near 1250 S Denning Dr #232

Walking

7/10
Grab your reusable bags–many shops and stores are within walking distance.

Driving

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

5/10
More spots are within biking distance and some roads are cyclist-friendly.

Transit

3/10
There are a few mass transit options within the area.

Points of interest for 1250 S Denning Dr #232, Winter Park

Groceries

7/10
At least one supermarket within a 15-minute walk

Shopping

7/10
Several shops within a few minutes’ walk

Cafes

6/10
Some cafés within a few minutes’ walk

Restaurants

7/10
Variety of restaurants within a few minutes' walk

Primary schools

9/10
At least one elementary school within a 10-minute walk

High schools

9/10
At least one high school within a 10-minute walk

Parks

8/10
Very large amount of park space within a few minutes' walk

Nightlife

3/10
Some bars within walking distance

Other units at this address

1250 South Denning Drive Winter Park, FL

Occupied

Apt 208

1 Bed

1 Bath

$1,195

Listed by Ruthie Harris
Days on market: 1632
This Newly Remodeled Winter Park Jewel Box is close to ADVENT HEALTH (Rollins Street), Park Avenue, Rollins Collge, Mills 50, College Park, 17-92, I-4, Orange Avenue. This home features new cabinets in the Kithchen and bathroom with gold tone hardware, Calcutta Madre counter tops in the kitchen and quartz counter tops in the bathroom, as well as, new unfinished brass light fixtures, Schumacher gray and Gold Tashkent (IKAT) wallpaper in the foyer, new carpet in the bedroom and Living areas, new light fixtures and fresh paint. This community has a pool . No Pets Please.

Occupied

209

1 Bed

1 Bath

$1,200

Listed by Leasing Office
Days on market: 668
Winter Park Condo - Upstairs one bedroom, one bathroom condo about a mile from Rollins College and a half mile from Park Street. New Carpet, Flooring and paint. Nice balcony overlooking central courtyard. Community pool and laundry Presented by Jim Payne

Occupied

1 Bed, 1 Bath

1 Bed

1 Bath

$1,200

Listed by Winter Park Condo
Days on market: 636
Upstairs one bedroom, one bathroom condo about a mile from Rollins College and a half mile from Park Street. New Carpet, Flooring and paint. Nice balcony overlooking central courtyard. Community pool and laundry Presented by Jim Payne

Occupied

226

2 Beds

2 Baths

$998

Listed by LIsa Lauer
Days on market: 3440
Spacious 2nd floor 2/2 condominium is ready to move in & in a fantastic location close to everything: shopping, restaurants, downtown Winter Park, Full Sail, Rollins College, Florida Hospital and Mead Gardens. Minutes to highways 17/92,& Rte 4. Your new home includes: carpeted living/dining area, two large bedroom suites each with full baths and closets, tile flooring & carpeting throughout, fully applianced kitchen, ceiling fans, nice screened in porch with views of the swimming pool, assigned parking and much more.Water, sewer & trash are included in the rent. Community swimming pool.

Occupied

111

2 Beds

2 Baths

$1,095

Listed by Leasing Office
Days on market: 2720
LIVE MINUTES TO DOWNTOWN WINTER PARK!!! - LIVE NEXT TO MEAD GARDEN!! 1st Floor Condo includes 2 bedroom, 2 bath, kitchen appliances, assigned parking, community pool. Stunning wood flooring. Enjoy the garden view off of the screened back porch. Water is included. This community is conveniently located minutes to Florida Hospital South, Rollins College, restaurants, shops, Downtown Winter Park and more. Applicant must be approved through the HOA. Per HOA regulations pets prohibited. Contact Shawn at 407-571-1404 for more information. No Pets Allowed

Occupied

APT 111

2 Beds

2 Baths

$1,095

Listed by RE/MAX Management
Days on market: 2727
LIVE NEXT TO MEAD GARDEN!! 1st Floor Condo includes 2 bedroom, 2 bath, kitchen appliances, assigned parking, community pool. Stunning wood flooring. Enjoy the garden view off of the screened back porch. Water is included. This community is conveniently located minutes to Florida Hospital South, Rollins College, restaurants, shops, Downtown Winter Park and more. Applicant must be approved through the HOA. Per HOA regulations pets prohibited. Contact Shawn at 407-571-1404 for more information.

Occupied

231

2 Beds

2 Baths

$1,150

Listed by Leasing Office
Days on market: 2926
MEAD GARDEN CONDO - Mead Garden Condo complex is just minutes from a major college campus and the hear of Winter Park. Cozy 2/2 with granite counter tops in the kitchen & breakfast bar. Crown molding is welcoming in the foyer. French doors leads you to a relaxing experience overlooking the famous gardens while sitting in your screened in patio. Plenty of guest parking available. Water service included with the rent. Sorry, no pets allowed. Must complete HOA application and pay fee. 2nd floor unit. $75.00 Application Fee (Non-Refundable) per adult to pull credit. $150.00 processing fee, $350.00 Pet Fee (If Applicable). Call today for more information: 407-260-7033. Please check our website (www.kumbarealty.com) to view more photos of this property, other current listings, or to download a rental application. (If you see this same property advertised on for a lower price, or without Kumba Realty contact information, it is most likely a scam. This listing is the accurate price)

Occupied

215

2 Beds

2 Baths

$1,250

Listed by Shawn
Days on market: 2055
2nd floor condo includes 2 bedroom, 2 bath, stainless steel kitchen appliances, assigned parking, and a community pool. Enjoy the pool view off of the screened back porch. This home has ceramic tile and carpet. Conveniently located minutes to Florida Hospital South, Rollins College, restaurants, shops, Downtown Winter Park and more. Applicant must be approved through the HOA. Per HOA regulations pets prohibited. Contact Shawn at 407-571-1404 for more information. Assigned Parking Carpet Ceramic Tile Patio Screened Pool Stove

Occupied

128

2 Beds

2 Baths

$1,395

Listed by Leasing Office
Days on market: 2393
NEWLY RENOVATED WINTER PARK CONDO - Newly renovated 1st Floor Condo includes 2 bedroom, 2 bath, Updated kitchen with Granite counter tops and all appliances along with a washer and dryer. This home has ceramic tile and new carpet. Assigned parking. Community pool. Water is included. This community is conveniently located minutes to Florida Hospital South, Rollins College, restaurants, shops, Downtown Winter Park and more. Applicant must be approved through the HOA. Per HOA regulations pets prohibited. Contact Shawn at 407-571-1404 for more information. No Pets Allowed

Occupied

1

2 Beds

2 Baths

$1,595

Listed by Terri Selsor
Days on market: 775
2 Bedroom 2 Bath Townhouse in the heart of Winter Park at Mead Gardens Community. It has full appliances in the kitchen and an in-unit washer & dry. Also is spacious patio deck. Community Pool and Tennis Courts. No Pets Allowed. Available NOW. SHOWINGS BY APPOINTMENT ONLY MONDAY - FRIDAY 10AM - 5PM. The Property Management Specialist of Central FL. Ask for Terri. Ext 104

Occupied

Apt 230

2 Beds

2 Baths

$1,600

Days on market: 1559
Welcome home to Mead Gardens! AMAZING updated kitchen features sunning stainless, granite center island with storage below and lovely cabinetry. SPACIOUS living area leads out to the open patio. Great sized carpeted bedrooms with separate baths and NEW ceiling fans. Mead Gardens features a community pool and on-site laundry facility. Conveniently located to shopping, restaurants and more. Zoned for Killarney Elementary School, Glenridge Middle School and Winter Park High School. Pets not allowed per owner. Professionally leased by Atrium Management please call 407-585-2721 to schedule your private showing. AVAILABLE BEGINNING OF AUGUST! Amenities: Community Pool, Community Laundry Room

Occupied

2 Beds, 2 Baths

2 Beds

2 Baths

$1,850

Listed by Fantastic Winter Park Condo
Days on market: 320
Beautiful 2 bedroom, 2 bath condo in fabulous Winter Park, come enjoy all that Winter Park offer! Walk or take a short bike ride to the many parks and outdoor venues. This light and bright condo has recently updated, features laminate flooring in the living room and kitchen, stainless steel appliances, updated fixtures throughout. This complex has a heated community pool and on-site laundry facility. Lush Mead Gardens is adjacent to this condo community with amazing walking paths. Great location close to Orange Avenue, Park Avenue, Mead Gardens, Rollins College, Publix, Trader Joe's, Winter Park Village, Winter Park Library, Saturday Winter Park Farmer's Market, and all downtown Winter Park has to offer. There is a new outdoor event venue currently being 2 blocks away.

Occupied

102

2 Beds

2 Baths

$1,900

Listed by Alexander Horton
Days on market: 1082
This 2 bedroom, 2 bathroom ground floor condo in Down Town Winter Park has been completely gutted and transformed into a modern, tasteful, and luxurious feeling home. Life-proof wide-plank vinyl flooring has been installed throughout, and upgraded kitchen cabinets, a farmhouse sink, brand-new appliances, granite countertops, and new lighting have all been installed in the kitchen. New paint, baseboards, ceiling fans, light switches, door knobs, faucets, towel racks, vanities, mirrors, and a smart thermostat have also been installed. No stone has been left unturned. This condo is ideal for Rollins college students, anyone who commutes via Sunrail, or a retired couple who wants to indulge in the exorbitant beauty of downtown Winter Park. Located only a stone's throw from Park avenue, you are right in the heart of Central Florida's most incredible city.

Occupied

217

2 Beds

2 Baths

$2,100

Listed by Peter McDaniel
Days on market: 630
**Newly Remodeled- Fully Upgraded** Second floor, Pool view! 2 bedroom / 2 full bath condo with spacious screened balcony overlooking pool in desirable Mead Gardens Condominiums. Just completed $60,000 interior decorator designed renovation including brand new kitchen, new appliances, new carpet and tile throughout, new light fixtures & ceiling fans, upgraded bathrooms. New paint and window blinds. Central Air. Close to Park Ave, Rollins College, Restaurants, Sunrail, Orlando Art Museum, Science Center & Florida Hospital.

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