5357 Cypress Dr
Winter Park, FL 32792
Goldenrod- 4 Beds
- 2 Baths
- 2,155 sqft
4 Beds
2 Baths
2,155 sqft
Home Value
Trulia Estimate
$466KSince last month
Increased$3K (+0.5%)Since last year
Increased$6K (+1.3%)Since last sale
Increased$297K (+173.7%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +90% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $468K |
| July 2026 | $465K |
| June 2026 | $467K |
| May 2026 | $466K |
| April 2026 | $462K |
| March 2026 | $463K |
| February 2026 | $461K |
| January 2026 | $459K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.11 | Single-Family Home | $425,000 | 01/08/26 | 4 | 2 | 2,195 | |
0.08 | Single-Family Home | $453,040 | 07/25/26 | 4 | 2 | 1,863 | |
0.04 | Single-Family Home | $390,000 | 10/27/25 | 3 | 2 | 1,670 | |
0.08 | Single-Family Home | $470,000 | 06/16/26 | 4 | 2 | 1,753 | |
0.11 | Single-Family Home | $354,900 | 05/15/26 | 3 | 2 | 1,642 | |
0.21 | Single-Family Home | $218,000 | 10/28/25 | 4 | 3 | 1,695 | |
0.18 | Single-Family Home | $465,000 | 11/25/25 | 4 | 2 | 1,778 | |
0.16 | Single-Family Home | $437,500 | 07/07/26 | 4 | 2 | 1,712 | |
0.25 | Single-Family Home | $265,100 | 05/20/26 | 3 | 2 | 1,509 | |
0.17 | Single-Family Home | $350,000 | 04/06/26 | 3 | 2 | 1,404 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.03 | $470,900 | 5 | 3 | 2,250 | Off Market | |
0.04 | $410,100 | 3 | 2 | 1,467 | Off Market | |
0.08 | $453,040 | 4 | 2 | 1,863 | Recently Sold | |
0.04 | $363,700 | 4 | 2 | 1,782 | Off Market | |
0.04 | $390,000 | 3 | 2 | 1,670 | Recently Sold | |
0.08 | $470,000 | 4 | 2 | 1,753 | Recently Sold | |
0.11 | $400,000 | 3 | 2 | 1,356 | Recently Sold | |
0.07 | $414,000 | 4 | 2 | 1,734 | Off Market | |
0.07 | $460,000 | 3 | 2 | 1,263 | For Sale | |
0.16 | $360,000 | 3 | 2 | 1,252 | Recently Sold | |
0.11 | $425,000 | 4 | 2 | 2,195 | Recently Sold | |
0.11 | $354,900 | 3 | 2 | 1,642 | Recently Sold |
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1976
Living Area
2,155 sqft
Price/Sqft
$216
Parking
Garage
About this House
This single-family home is located at 5357 Cypress Dr, Winter Park, FL. 5357 Cypress Dr is in the Goldenrod neighborhood in Winter Park, FL and in ZIP code 32792. This property has 4 bedrooms, 2 bathrooms and approximately 2,155 sqft of floor space. This property has a lot size of 9104 sqft and was built in 1976.
Home Details for 5357 Cypress Dr
|
|---|
Levels, Entrance, & Accessibility Stories: 1Floors: Other |
Interior Details Number of Rooms: 15Ceiling Fan |
Appliances & Utilities Cable Ready |
Heating & Cooling Air ConditioningCooling System: Central |
Windows, Doors, Floors & Walls Double Paned Windows |
|
|---|
Exterior Home Features Roof: CompositionExterior: Cement ConcreteFoundation Type: FootingLawnPatioPorchSprinkler System |
Pool Pool |
Parking & Garage GarageParking: Garage |
|
|---|
Year Built Year Built: 1976Year Updated: 1976 |
Property Type / Style Property Type: Single Family Home |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 9104 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jun 6, 2003 Source: N/A | Sold | $170,800 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $2,147 | $405,021 |
Home facts updated by county records
Market trends in Winter Park
Last updated July 2026
Avg. sale price
$451K
$833MoM
Sale-to-List Price
98.0%
0.3%MoM
Price per sq ft
$287
$0MoM
Available listings
368
12MoM
Around this home
What Locals Say about Goldenrod
At least 90 Trulia users voted on each feature.
88 % Say car is needed
86 % Say there are sidewalks
85 % Say it's dog friendly
81 % Say parking is easy
71 % Say there's holiday spirit
69 % Say yards are well-kept
59 % Say people would walk alone at night
58 % Say it's quiet
55 % Say kids play outside
53 % Say it's walkable to grocery stores
53 % Say streets are well-lit
52 % Say it's walkable to restaurants
45 % Say neighbors are friendly
33 % Say they plan to stay for at least 5 years
31 % Say there's wildlife
23 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 5357 Cypress Dr
- What is 5357 Cypress Dr estimated to be worth?Trulia's estimated value for 5357 Cypress Dr in Winter Park, FL is $465,900.
- What is the price history for 5357 Cypress Dr?5357 Cypress Dr in Winter Park, FL last sold for $170,800 in June 2003.
- Is Winter Park a buyer's or seller's market?Winter Park is currently a balanced market, based on recent for-sale activity.
- What's the median sale price in Winter Park?The median sale price in Winter Park is $451K. That is down $833 from the prior month.
- Does 5357 Cypress Dr have air conditioning?Yes, 5357 Cypress Dr in Winter Park, FL has air conditioning.
- Does 5357 Cypress Dr have a pool?Yes, 5357 Cypress Dr in Winter Park, FL has a pool.