$398,000
- 3 Beds
- 2 Baths
- 1,344 sqft
1958 Biscayne Dr, Winter Park, FL 32789
Est. Refi. Payment $2,889/mo*
Refinance Your HomeCurrently Off Market - Sold Oct 14, 2020 for $300,000
Home Value
Trulia Estimate
$398KSince last month
Decreased$2K (-0.4%)Since last year
Decreased$4K (-1.1%)Since last sale
Increased$99K (+32.9%)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 +70% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $399K |
| August 2026 | $398K |
| July 2026 | $401K |
| June 2026 | $404K |
| May 2026 | $403K |
| April 2026 | $400K |
| March 2026 | $399K |
| February 2026 | $396K |
| January 2026 | $392K |
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 |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $367,500 | 11/17/25 | 3 | 2 | 1,200 | |
0.01 | Single-Family Home | $250,000 | 07/31/26 | 2 | 1 | 1,272 | |
0.05 | Single-Family Home | $305,000 | 09/01/26 | 2 | 1 | 1,190 | |
0.20 | Single-Family Home | $406,000 | 06/04/26 | 4 | 2 | 1,048 | |
0.15 | Single-Family Home | $560,000 | 05/08/26 | 3 | 2 | 1,618 | |
0.47 | Single-Family Home | $359,900 | 12/12/25 | 3 | 2 | 1,283 | |
0.14 | Single-Family Home | $560,000 | 01/27/26 | 4 | 2 | 2,036 | |
0.43 | Single-Family Home | $414,000 | 02/19/26 | 3 | 2 | 1,456 | |
0.14 | Single-Family Home | $475,000 | 11/14/25 | 3 | 3 | 1,330 | |
0.11 | Single-Family Home | $400,000 | 07/23/26 | 3 | 1 | 800 |
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 |
|---|---|---|---|---|---|---|
0.05 | $976,800 | 5 | 4 | 3,270 | Off Market | |
0.01 | $250,000 | 2 | 1 | 1,272 | Recently Sold | |
0.03 | $354,000 | 2 | 1 | 1,205 | Off Market | |
0.07 | $468,900 | 4 | 2 | 1,323 | Off Market | |
0.10 | $367,500 | 3 | 2 | 1,200 | Recently Sold | |
0.10 | $225,100 | 1 | 1 | 736 | Off Market | |
0.04 | $378,000 | 2 | 1 | 1,120 | Off Market | |
0.12 | $441,900 | 3 | 1 | 1,438 | Off Market | |
0.06 | $700,000 | - | - | - | Recently Sold | |
0.10 | $599,900 | 3 | 2 | 2,556 | Recently Sold | |
0.13 | $401,600 | 3 | 1 | 1,292 | Off Market | |
0.12 | $956,809 | 4 | 3.5 | 2,662 | Recently Sold |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1951
1,344 sqft
$296/sqft
Garage
About this House
Updated Winter Park 3-bedroom, 2-bath split floor plan home located in an incredible location. Easy access and centrally located close to downtown Winter Park, Maitland, and Orlando. Quiet neighborhood with homes around Lake Killarney perfect for enjoying the outdoors. Light and bright interior finishes with updated baths and kitchen. Interior features include travertine tile and wood flooring, granite countertops, stainless steel appliances, and shaker style cabinets. Master bath has dual vanities, soaking tub, and glass-enclosed shower. Enjoy the Winter Park lifestyle in this wonderful home.
1958 Biscayne Dr, Winter Park, FL 32789 is a 3 bedroom, 2 bathroom, 1,344 sqft single-family home built in 1951. It last sold for $300,000 on Oct 14, 2020. More recently, it was listed as a rental in August 2012 with an asking price of $1,095 per month. That rental listing was removed on September 6, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $398,000, with a rent estimate of $2,495/month.
Home Details for 1958 Biscayne Dr
|
|---|
Interior Details Basement |
Heating & Cooling Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Appliances & Utilities DisposalRefrigerator |
Levels, Entrance, & Accessibility Floors: Laminate |
|
|---|
Exterior Home Features Roof: Composition |
Parking & Garage GarageParking: Garage |
|
|---|
Year Built Year Built: 1951Year Updated: 1985 |
Property Type / Style Property Type: Single Family HomeArchitecture: Bungalow |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 6747 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Oct 14, 2020 Source: N/A | Sold | $300,000 |
Sep 4, 2020 Source: Agent Provided | Pending | $309,500 |
Aug 28, 2020 Source: Agent Provided | PriceChange | $309,500 Price decreased by 5% |
Aug 20, 2020 Source: Agent Provided | Listed For Sale | $324,750 |
Sep 12, 2016 Source: Stellar MLS #O5419097 | Sold | $234,500 |
Aug 2, 2016 Source: Agent Provided | Pending | $245,000 |
Jul 3, 2016 Source: Agent Provided | PriceChange | $245,000 Price decreased by 4% |
May 21, 2016 Source: Agent Provided | Listed For Sale | $254,900 |
Oct 20, 2015 Source: N/A | Sold | $154,000 |
Aug 14, 2015 Source: Agent Provided | Listed For Sale | $159,900 |
Jun 4, 2015 Source: N/A | Sold | $109,100 |
Jun 2, 2015 Source: Agent Provided | Listed For Sale | $179,900 |
Sep 6, 2012 Source: N/A | ListingRemoved | $1,095 |
Aug 13, 2012 Source: N/A | Listed For Rent | $1,095 |
May 5, 2003 Source: N/A | Sold | $134,900 |
Nov 5, 1998 Source: N/A | Sold | $85,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $3,925 | $306,427 |
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 Winter Park
At least 596 Trulia users voted on each feature.
91 % Say it's dog friendly
84 % Say there are sidewalks
84 % Say car is needed
80 % Say parking is easy
74 % Say there's holiday spirit
70 % Say yards are well-kept
68 % Say it's quiet
67 % Say streets are well-lit
65 % Say people would walk alone at night
62 % Say it's walkable to restaurants
62 % Say kids play outside
57 % Say it's walkable to grocery stores
52 % Say they plan to stay for at least 5 years
51 % Say neighbors are friendly
39 % Say there's wildlife
29 % 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 1958 Biscayne Dr
- What is 1958 Biscayne Dr estimated to be worth?Trulia's estimated value for 1958 Biscayne Dr in Winter Park, FL is $398,000.
- What is the price history for 1958 Biscayne Dr?1958 Biscayne Dr in Winter Park, FL last sold for $300,000 in October 2020.
- 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 1958 Biscayne Dr have air conditioning?Yes, 1958 Biscayne Dr in Winter Park, FL has air conditioning.
- How big is the lot at 1958 Biscayne Dr?The lot at 1958 Biscayne Dr in Winter Park, FL is about 0.15 acres (6,747 sq ft).

