
1414 Bessmor Rd Winter Park, FL 32789
Highlights
- No HOA
- Ceramic Tile Flooring
- Ceiling Fan
- Dommerich Elementary School Rated A
- Central Heating and Cooling System
- High Speed Internet
About This Home
As of November 2023Beautiful rehabbed Mid Century Modern Bungalow in highly sought after Winter Park zip code, 32789. House has been completely updated with new flooring throughout, brand new kitchen with all new Samsung appliances, new AC, new security system, air handler, and much more. Has a very large bonus room that could be used as an Office, Family room or Third Bedroom. Home is also a block or two away from the Via's and has the opportunity for redevelopment with a lot of surrounding houses already being Rebuilt. (Seller has drawings for a new construction 3,000sf house upon request.) All in all, this property has a lot of opportunities and would make a fantastic starter home, a great rental buy and hold, or a redevelopment now or in the future.
Last Agent to Sell the Property
EXP REALTY LLC License #3234759 Listed on: 06/24/2021

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $2,857
Year Built
- Built in 1956
Lot Details
- 6,860 Sq Ft Lot
- North Facing Home
- Property is zoned R-1A
Home Design
- Slab Foundation
- Shingle Roof
- Block Exterior
Interior Spaces
- 1,043 Sq Ft Home
- Ceiling Fan
- Ceramic Tile Flooring
- Laundry in unit
Kitchen
- Range
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- 3 Bedrooms
- 1 Full Bathroom
Schools
- Dommerich Elementary School
- Maitland Middle School
- Winter Park High School
Utilities
- Central Heating and Cooling System
- Heat Pump System
- Electric Water Heater
- Septic Tank
- High Speed Internet
- Cable TV Available
Community Details
- No Home Owners Association
- Winter Park Village Subdivision
Listing and Financial Details
- Down Payment Assistance Available
- Homestead Exemption
- Visit Down Payment Resource Website
- Legal Lot and Block 3 / E
- Assessor Parcel Number 32-21-30-9428-05-030
Ownership History
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Similar Homes in Winter Park, FL
Home Values in the Area
Average Home Value in this Area
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $430,000 | First American Title Insurance | |
Warranty Deed | $321,800 | Nona Title Inc | |
Warranty Deed | $260,000 | Shipley Law Firm & Title Co | |
Warranty Deed | $327,000 | Leading Edge Title Partners | |
Interfamily Deed Transfer | -- | None Available | |
Warranty Deed | $155,000 | Brokers Title Longwood I Llc | |
Deed | $64,000 | -- | |
Deed | -- | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $247,000 | New Conventional | |
Previous Owner | $100,000 | Credit Line Revolving | |
Previous Owner | $18,100 | New Conventional | |
Previous Owner | $63,190 | No Value Available | |
Previous Owner | $45,000 | No Value Available |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
07/16/2025 07/16/25 | For Sale | $495,000 | 0.0% | -- |
01/06/2024 01/06/24 | Rented | $2,300 | 0.0% | -- |
12/18/2023 12/18/23 | Under Contract | -- | -- | -- |
12/05/2023 12/05/23 | For Rent | $2,300 | 0.0% | -- |
11/15/2023 11/15/23 | Sold | $430,000 | 0.0% | $412 / Sq Ft |
10/24/2023 10/24/23 | Pending | -- | -- | -- |
10/20/2023 10/20/23 | For Sale | $430,000 | 0.0% | $412 / Sq Ft |
12/19/2022 12/19/22 | Rented | $2,200 | 0.0% | -- |
11/03/2022 11/03/22 | Under Contract | -- | -- | -- |
10/28/2022 10/28/22 | For Rent | $2,200 | +10.0% | -- |
08/10/2021 08/10/21 | Rented | $2,000 | 0.0% | -- |
08/10/2021 08/10/21 | Under Contract | -- | -- | -- |
08/09/2021 08/09/21 | Price Changed | $2,000 | +11.1% | $2 / Sq Ft |
08/09/2021 08/09/21 | For Rent | $1,800 | 0.0% | -- |
08/04/2021 08/04/21 | Sold | $330,000 | -2.9% | $316 / Sq Ft |
07/09/2021 07/09/21 | Pending | -- | -- | -- |
07/05/2021 07/05/21 | For Sale | $340,000 | 0.0% | $326 / Sq Ft |
06/30/2021 06/30/21 | Pending | -- | -- | -- |
06/28/2021 06/28/21 | Price Changed | $340,000 | -2.9% | $326 / Sq Ft |
06/24/2021 06/24/21 | For Sale | $350,000 | +34.6% | $336 / Sq Ft |
07/31/2019 07/31/19 | Sold | $260,000 | -1.9% | $243 / Sq Ft |
07/01/2019 07/01/19 | Pending | -- | -- | -- |
06/19/2019 06/19/19 | For Sale | $265,000 | +26.2% | $248 / Sq Ft |
03/15/2018 03/15/18 | Sold | $210,000 | -3.7% | $205 / Sq Ft |
01/29/2018 01/29/18 | Pending | -- | -- | -- |
01/19/2018 01/19/18 | For Sale | $218,000 | -- | $213 / Sq Ft |
Tax History Compared to Growth
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $5,966 | $382,700 | $300,000 | $82,700 |
2024 | $4,997 | $378,950 | $300,000 | $78,950 |
2023 | $4,997 | $317,813 | $250,000 | $67,813 |
2022 | $4,532 | $293,321 | $250,000 | $43,321 |
2021 | $2,976 | $228,006 | $0 | $0 |
2020 | $2,857 | $224,858 | $160,000 | $64,858 |
2019 | $3,049 | $186,876 | $155,000 | $31,876 |
2018 | $2,454 | $160,489 | $145,000 | $15,489 |
2017 | $2,113 | $125,923 | $67,980 | $57,943 |
2016 | $1,977 | $117,670 | $66,000 | $51,670 |
2015 | $1,869 | $107,884 | $66,000 | $41,884 |
2014 | $1,533 | $87,249 | $54,000 | $33,249 |
Agents Affiliated with this Home
-
Seller's Agent in 2025
Miranda Azer
PARKVIEW REAL ESTATE
(407) 312-6472
5 in this area
109 Total Sales
-
C
Seller's Agent in 2023
Cristina Brandi
SANMO REALTY, INC
(305) 967-6337
3 in this area
11 Total Sales
-
Seller's Agent in 2022
Fernanda Negromonte
NOVA REAL ESTATE SERVICES INC
(407) 592-1744
1 in this area
275 Total Sales
-
D
Buyer's Agent in 2022
Dany Arello
FLORIDA CONNEXION PROPERTIES
(407) 992-2268
17 Total Sales
-
Seller's Agent in 2021
Kevin Kendrick
EXP REALTY LLC
(407) 271-1854
1 in this area
509 Total Sales
-
Seller Co-Listing Agent in 2021
Richard Aybar
KELLER WILLIAMS ADVANTAGE III
(407) 601-8109
1 in this area
339 Total Sales
Map
Source: Stellar MLS
MLS Number: O5953858

APN: 32-2130-9428-05-030
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