Tucked away on a quiet dead-end street in sought-after Winter Park Pines, this beautifully maintained 4-bedroom/ 2 bath pool home offers the perfect blend of privacy, updates, and location. Designed with a desirable split floor plan, the home provides separation between the primary suite and secondary bedrooms while offering comfortable spaces for everyday living and entertaining. The kitchen is positioned to overlook the backyard and pool, creating an inviting setting for both daily life and gatherings. Inside, you'll find timeless terrazzo and laminate flooring throughout, beautiful plantation shutters at the front of the home, plus a dedicated home office or flex space just outside the kitchen. Towards the back of the home you will find a versatile climate-controlled four-seasons room overlooking the backyard and pool provides even more flexibility for today's lifestyle. Whether you need a playroom, fitness area, hobby room, or additional living/dining space, this home offers room to adapt to your needs. Set on a spacious FULLY FENCED lot with mature landscaping, the property is beautiful from the moment you pull up. The private pool and expansive backyard create an ideal outdoor retreat for relaxing and entertaining year-round. Major improvements provide peace of mind, including a NEW ROOF (2021), ALL NEW WINDOWS (2025), NEW HVAC SYSTEM (2025), and EXTERIOR PAINT (2023). Additional energy-saving features include a solar-assisted hot water system helping contribute to lower monthly utility costs. Location is everything, and this home delivers. Just steps from the Cady Way Trail, you'll enjoy easy access to miles of biking, jogging, and walking paths. Nearby Cady Way Park offers tennis, pickleball, athletic fields, playgrounds, and recreation facilities. Conveniently located just minutes from Downtown Winter Park, Park Avenue, Winter Pines Golf Club, Baldwin Park, AdventHealth Winter Park, Full Sail University, shopping, dining, and SR-417. Situated in a well-established neighborhood with NO HOA, this home offers a rare opportunity to enjoy the Winter Park lifestyle with exceptional convenience and charm.
Sold for $600,000
Zestimate®
$600,000
332 FLEET ROAD, WINTER PARK, FL 32792
4beds
2,355sqft
Single Family Residence
Built in 1966
8,717 Square Feet Lot
$600,000 Zestimate®
$255/sqft
$3,065 Estimated rent
Home value
$600,000
$552,000 - $648,000
$3,065/mo
Zestimate® history
Owner options
List your home for rent
$3,065/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$3,065/mo
Rent Zestimate®
Refinance and save
$4,314/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$4,314/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Private poolDesirable split floor plan
Zillow last checked:
Listing updated:
Listed by:
Melissa Condrey 407-505-9339,
COMPASS FLORIDA LLC 407-203-9441
Bought with:
John McDade, 546150
FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS,MLS#: O6414829
Originating MLS: Osceola
Originating MLS: Osceola
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Den/Library/Office, Florida Room, Dining Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 208 Square Feet
- Dimensions: 16x13
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 143 Square Feet
- Dimensions: 11x13
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 154 Square Feet
- Dimensions: 14x11
Bedroom 4
- Features: Built-in Closet
- Level: First
- Area: 120 Square Feet
- Dimensions: 12x10
Dining room
- Level: First
- Area: 234 Square Feet
- Dimensions: 18x13
Florida room
- Level: First
- Area: 416 Square Feet
- Dimensions: 32x13
Kitchen
- Level: First
- Area: 90 Square Feet
- Dimensions: 10x9
Living room
- Level: First
- Area: 234 Square Feet
- Dimensions: 13x18
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Microwave, Range, Refrigerator, Solar Hot Water Owned
- Laundry: In Garage
Features
- Ceiling Fan(s), Split Bedroom, Walk-In Closet(s)
- Flooring: Laminate, Terrazzo
- Doors: Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 2,704
- Total interior livable area: 2,355 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Enclosed, Front Porch, Rear Porch
- Exterior features: Irrigation System, Private Mailbox, Sidewalk
- Has private pool: Yes
- Pool features: Gunite, In Ground
- Fencing: Fenced
Lot
- Size: 8,717 Square Feet
Details
- Parcel number: 042230942903060
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1966
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Sewer Connected, Water Connected
Community & HOA
Community
- Features: Pool
- Pet fee: $0 monthly
- Subdivision: WINTER PARK PINES MERRIE OAKS
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $255/sqft
- Tax assessed value: $521,202
- Annual tax amount: $4,919
- Date on market: 6/18/2026
- Cumulative days on market: 3 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 7/21/2026 | Sold | $600,000+0.8%$255/sqft |
Source:  Stellar MLS #O6414829 Report a problem | ||
| 7/8/2026 | Contingent | $595,000$253/sqft |
Source: Stellar MLS #O6414829 Report a problem | ||
| 6/23/2026 | Pending sale | $595,000$253/sqft |
Source: Stellar MLS #O6414829 Report a problem | ||
| 6/18/2026 | Listed for sale | $595,000+82.8%$253/sqft |
Source: Stellar MLS #O6414829 Report a problem | ||
| 9/2/2005 | Sold | $325,500$138/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $4,687 +7.4% | $308,988 +3% |
| 2023 | $4,363 +3.8% | $299,988 +3% |
| 2022 | $4,205 +1.8% | $291,250 +3% |
| 2021 | $4,133 +0.8% | $282,767 +1.4% |
| 2020 | $4,099 +1.2% | $278,863 +2.3% |
| 2019 | $4,049 +0.8% | $272,593 +1.9% |
| 2018 | $4,016 | $267,510 -12% |
| 2017 | $4,016 +1.5% | $303,984 +11.7% |
| 2016 | $3,956 -18.3% | $272,184 +4.1% |
| 2015 | $4,844 +41% | $261,506 +6.3% |
| 2014 | $3,434 +2.1% | $245,904 +14.6% |
| 2013 | $3,363 +0.6% | $214,569 +1.2% |
| 2012 | $3,344 -10.7% | $212,029 -9.4% |
| 2011 | $3,743 -4.3% | $233,928 -6.7% |
| 2010 | $3,910 | $250,717 -4.6% |
| 2009 | -- | $262,823 -19.3% |
| 2008 | $4,476 -0.2% | $325,518 -2.7% |
| 2007 | $4,486 -5.9% | $334,593 +19.7% |
| 2006 | $4,769 +142% | $279,584 +38.2% |
| 2005 | $1,971 +5% | $202,376 +19.4% |
| 2004 | $1,876 +9.4% | $169,474 +6.5% |
| 2003 | $1,715 -2.5% | $159,199 +7% |
| 2002 | $1,759 -0.6% | $148,751 +7.1% |
| 2001 | $1,771 +2.5% | $138,828 +15.6% |
| 2000 | $1,727 | $120,105 |
Find assessor info on the county website
Neighborhood: 32792
Nearby homes
- $451,8002 bd2 ba1.3k sqft340 Fleet Rd, Winter Park, FL 32792Off Market
- $505,9004 bd2 ba1.8k sqft324 Fleet Rd, Winter Park, FL 32792Off Market
- $539,3003 bd2 ba1.6k sqft343 Fitzhugh Rd, Winter Park, FL 32792Off Market
- $565,7004 bd3 ba1.8k sqft351 Fitzhugh Rd, Winter Park, FL 32792Off Market
- $487,6004 bd2 ba1.7k sqft335 Fitzhugh Rd, Winter Park, FL 32792Off Market
- $588,6004 bd3 ba1.8k sqft348 Fleet Rd, Winter Park, FL 32792Off Market
- $579,2004 bd3 ba1.8k sqft2672 Fleet Rd, Winter Park, FL 32792Off Market
- $517,6004 bd2 ba1.9k sqft2673 Fleet Rd, Winter Park, FL 32792Off Market
Nearby schools
GreatSchools rating
- 4/10Aloma Elementary SchoolGrades: PK-5Distance: 0.4 mi
- 7/10Glenridge Middle SchoolGrades: 6-8Distance: 2 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.1 mi
Schools provided by the listing agent
- Elementary: Aloma Elem
- Middle: Glenridge Middle
- High: Winter Park High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$600,000
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$600,000
- Florida
- Orange County
- Winter Park
- 32792
- 332 FLEET ROAD
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Winter Park Topics
