Welcome to 345 Gilbert Rd, a beautifully maintained mid-century 3-bedroom, 2-bathroom home in the highly sought-after Winter Park Pines neighborhood, five minute walking distance to Cady Way trail, pickleball and tennis courts.
Perfect for a family, this home offers an ideal split-bedroom layout, with the master bedroom on one side and the two additional bedrooms on the other. The bright, modern interior features natural light, gleaming wood floors, comfortable living spaces, and classic mid-century charm with modern updates.
The casual dining area opens through sliding glass doors to a private fenced backyard with a sparkling swimming pool perfect for relaxing, entertaining, and enjoying Florida living.
The location is truly the highlight: close to excellent schools, zoned for Winter Park High School, and minutes from Park Avenue, Cady Way Trail, Winter Park Hospital, Winter Park Center for Health and Wellbeing, Winter Park Pines Golf Club, tennis and pickleball courts, community pool, shopping, dining, and everyday Winter Park amenities.
Additional highlights include a 2-car attached garage and a quiet, desirable neighborhood setting.
Available July 15. A 24-hour notice is required for tenant showings.
House for rent
Accepts Zillow applications
$3,625/mo
345 Gilbert Rd, Winter Park, FL 32792
3beds
1,692sqft
This listing now includes required monthly fees in the total monthly price. Price shown reflects the lease term provided. Learn more|
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Single family residence
Available Wed Jul 15 2026
Cats, dogs OK
Central air
Hookups laundry
Attached garage parking
Heat pump
What's special
Ideal split-bedroom layoutBright modern interiorComfortable living spacesGleaming wood floorsCasual dining areaNatural lightPrivate fenced backyard
- 10 days |
- -- |
- -- |
Zillow last checked:
Listing updated:
Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Heat Pump
Cooling
- Central Air
Appliances
- Included: Dishwasher, Freezer, Microwave, Oven, Refrigerator, WD Hookup
- Laundry: Hookups
Features
- WD Hookup
- Flooring: Hardwood
Interior area
- Total interior livable area: 1,692 sqft
Property
Parking
- Parking features: Attached
- Has attached garage: Yes
- Details: Contact manager
Features
- Exterior features: Bicycle storage
- Has private pool: Yes
- Pool features: Pool
Details
- Parcel number: 302209942705070
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Community & HOA
HOA
- Amenities included: Pool
Location
- Region: Winter Park
Financial & listing details
- Lease term: 1 Year
Price history
| Date | Event | Price |
|---|---|---|
| 6/2/2026 | Price change | $3,625+2.1%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 5/27/2026 | Listed for rent | $3,550+4.4%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/23/2025 | Listing removed | $3,400$2/sqft |
Source: Stellar MLS #O6308417 Report a problem | ||
| 6/7/2025 | Price change | $3,400-6.8%$2/sqft |
Source: Stellar MLS #O6308417 Report a problem | ||
| 5/14/2025 | Listed for rent | $3,650+40.4%$2/sqft |
Source: Stellar MLS #O6308417 Report a problem | ||
| 5/17/2021 | Listing removed | -- |
Source: Zillow Rental Manager Report a problem | ||
| 5/3/2021 | Listed for rent | $2,600+15.6%$2/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 9/25/2019 | Listing removed | $2,250$1/sqft |
Source: PARKSIDE PROPERTIES, LLC #O5810235 Report a problem | ||
| 9/13/2019 | Price change | $2,250-4.3%$1/sqft |
Source: PARKSIDE PROPERTIES, LLC #O5810235 Report a problem | ||
| 9/7/2019 | Listed for rent | $2,350$1/sqft |
Source: PARKSIDE PROPERTIES, LLC #O5810235 Report a problem | ||
| 7/29/2019 | Sold | $299,000+1.4%$177/sqft |
Source: Public Record Report a problem | ||
| 5/29/2019 | Listed for sale | $295,000$174/sqft |
Source: METRO CITY REALTY #O5760492 Report a problem | ||
| 5/29/2019 | Pending sale | $295,000$174/sqft |
Source: METRO CITY REALTY #O5760492 Report a problem | ||
| 5/13/2019 | Price change | $295,000-7.5%$174/sqft |
Source: METRO CITY REALTY #O5760492 Report a problem | ||
| 4/2/2019 | Price change | $319,000-3%$189/sqft |
Source: METRO CITY REALTY #O5760492 Report a problem | ||
| 3/6/2019 | Listed for sale | $329,000+113.6%$194/sqft |
Source: METRO CITY REALTY #O5760492 Report a problem | ||
| 11/28/2000 | Sold | $154,000$91/sqft |
Source: Public Record Report a problem | ||
Neighborhood: 32792
Nearby schools
GreatSchools rating
- 4/10Brookshire Elementary SchoolGrades: PK-5Distance: 0.2 mi
- 7/10Glenridge Middle SchoolGrades: 6-8Distance: 1.7 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 0.8 mi
- Florida
- Orange County
- Winter Park
- 32792
- 345 Gilbert Rd
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