Drew Ross
LAKEFIELD REALTY GROUP LLC
(689) 220-5520
58 Total Sales
1 in Lake Howell
$975,000 Price
3300 Bennington Ct Winter Park, FL 32792
Lake Howell NeighborhoodEstimated Value: $554,803
4
Beds
2
Baths
2,234
Sq Ft
$248/Sq Ft
Est. Value
Highlights
- Open Floorplan
- Separate Formal Living Room
- Great Room
- Main Floor Primary Bedroom
- Sun or Florida Room
- No HOA
About This Home
As of August 2025Winter Park Rental Home in Bennington Estates. Home offers 4 Bedrooms, 2 Baths, Split plan, Large Eat-in Kitchen w/Island, 2 Car Garage, 2234 Sqft under air, Tile & Laminate Wood flooring throughout home, Formal Dining Room & Formal Living Room with Bay Window. Enclosed Rear Patio that can be cooled, Large Backyard. The formal living area makes a great Den or Office space. Location offers quiet neighborhood with no rear neighbors, Mature Oaks, Walking distance to Lake Howell HS, also close to Shopping, Trinity Preparatory School, 417 and 408, Seminole County Schools.
Last Agent to Rent the Property
RE/MAX TOWN & COUNTRY REALTY Brokerage Phone: 407-695-2066 License #3132804 Listed on: 07/10/2025
Co-Listed By
RE/MAX TOWN & COUNTRY REALTY Brokerage Phone: 407-695-2066 License #3043507
Last Renter's Agent
RE/MAX TOWN & COUNTRY REALTY Brokerage Phone: 407-695-2066 License #3132804 Listed on: 07/10/2025
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Home Details
Home Type
- Single Family
Year Built
- Built in 2003
Lot Details
- 9,466
Parking
- 2 Car Attached Garage
Interior Spaces
- 2,234 Sq Ft Home
- Open Floorplan
- Ceiling Fan
- Drapes & Rods
- Blinds
- Great Room
- Family Room
- Separate Formal Living Room
- Breakfast Room
- Formal Dining Room
- Den
- Sun or Florida Room
- Inside Utility
- Laundry Room
Kitchen
- Dinette
- Range
- Microwave
- Dishwasher
- Disposal
Flooring
- Carpet
- Laminate
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- 2 Full Bathrooms
Schools
- Eastbrook Elementary School
- Tuskawilla Middle School
- Lake Howell High School
Additional Features
- 9,466 Sq Ft Lot
- Central Heating and Cooling System
Community Details
- No Home Owners Association
- Re/Max Town & Country Realty Rick Protheroe Association
- Bennington Subdivision
- Near Conservation Area
Listing and Financial Details
- Residential Lease
- Security Deposit $2,995
- Property Available on 7/1/25
- The owner pays for grounds care
- 12-Month Minimum Lease Term
- Available 8/8/25
- $75 Application Fee
- Assessor Parcel Number 26-21-30-511-0000-0200
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Closed on
May 23, 2011
Sold by
Stopher Gregory D
Bought by
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$150,800
Interest Rate
4.79%
Mortgage Type
VA
Purchase Details
Closed on
Nov 30, 2010
Sold by
Stpher Gregory D and Stopher Toni L
Bought by
Stopher Gregory D
Purchase Details
Closed on
Nov 1, 2010
Bought by
Berry Michell V and Berry Reggie L
Purchase Details
Closed on
Jul 25, 2008
Sold by
Caldwell James K and Caldwell Stacie S
Bought by
Stopher Gregory D and Stopher Toni L
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$234,000
Interest Rate
6.27%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Jul 10, 2003
Sold by
Bennington Development Inc
Bought by
Caldwell James K and Caldwell Stacie S
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Lake Howell, FL
-
Drew Ross
-
Sheryl Cury
Sheryl Cury
LA ROSA REALTY LLC
(321) 415-4904
72 Total Sales
1 in Lake Howell
$319,000 Price
-
Robert Michael
Robert Michael
ROBERT MICHAEL & COMPANY INC.
(321) 204-8458
58 Total Sales
1 in Lake Howell
$499,849 Price
-
Linda Bain
Linda Bain
WEICHERT REALTORS HALLMARK PRO
(689) 300-2678
30 Total Sales
1 in Lake Howell
$358,000 Price
-
Towanda Beck
Towanda Beck
FLORIDA HOMES REALTY & MORTGAGE
(216) 208-4203
64 Total Sales
1 in Lake Howell
$424,900 Price
-
Indra Kasireddy
Indra Kasireddy
BLISSFUL REAL ESTATE LLC
(689) 220-6550
60 Total Sales
3 in Lake Howell
$291K - $757K Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $155,800 | First Services Title Of Flor | ||
| Stopher Gregory D | -- | None Available | |
| Berry Michell V | $100 | -- | |
| Stopher Gregory D | $260,000 | Grace Title Incorporated | |
| Caldwell James K | $190,200 | Fidelity Natl Title Ins Co O |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $156,000 | ||
| Closed | Berry Michell | $148,740 | |
| Closed | Berry Michelle | $150,800 | |
| Previous Owner | Stopher Gregory D | $234,000 | |
| Previous Owner | Caldwell Ii James K | $100,000 | |
| Previous Owner | Caldwell James K | $150,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/06/2025 08/06/25 | Rented | $2,850 | 0.0% | -- |
| 08/06/2025 08/06/25 | Under Contract | -- | -- | -- |
| 07/23/2025 07/23/25 | Price Changed | $2,850 | -4.8% | $1 / Sq Ft |
| 07/10/2025 07/10/25 | For Rent | $2,995 | +5.1% | -- |
| 10/01/2022 10/01/22 | Rented | $2,850 | -3.4% | -- |
| 09/19/2022 09/19/22 | Under Contract | -- | -- | -- |
| 09/09/2022 09/09/22 | For Rent | $2,950 | -- | -- |
Source: Stellar MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $6,569 | $490,276 | $110,000 | $380,276 |
| 2024 | $5,596 | $380,177 | ||
| 2023 | $5,120 | $345,615 | $0 | $0 |
| 2021 | $4,295 | $285,632 | $65,000 | $220,632 |
| 2020 | $350 | $178,298 | $0 | $0 |
| 2019 | $2,188 | $174,289 | $0 | $0 |
| 2018 | $2,160 | $171,039 | $0 | $0 |
| 2017 | $2,141 | $167,521 | $0 | $0 |
| 2016 | $2,178 | $165,224 | $0 | $0 |
| 2015 | $1,853 | $162,934 | $0 | $0 |
| 2014 | $1,853 | $161,641 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Emily Lemieux
Landlord's Agent in 2025
Emily Lemieux
RE/MAX
(407) 921-8751
28 Total Sales
-
Rick Protheroe
Landlord's Co-Listing Agent in 2025
Rick Protheroe
RE/MAX
(407) 620-0550
18 Total Sales
Map
Source: Stellar MLS
MLS Number: O6325950
APN: 26-21-30-511-0000-0200
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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