
1441 Sunnyside Dr Maitland, FL 32751
Highlights
- Wood Flooring
- Main Floor Primary Bedroom
- No HOA
- Dommerich Elementary School Rated A
- Bonus Room
- 2 Car Attached Garage
About This Home
As of July 2025Amazing opportunity to live in a ONE STORY home nestled between Winter Park and Maitland. This 4/2.5 is located in one of the best neighborhoods and just off of Park Avenue. Tons of natural light flows throughout the entire home. The cozy family room with beautiful built-ins opens up to the kitchen featuring light and bright cabinetry, granite countertops and a center island with room for barstools. Separate living room and dining room with wall to wall seagrass carpeting and a gorgeous brick wall plus an enclosed sunroom allows plenty of space to entertain.
The split bedroom floor plan makes this the perfect place for any family with 3 bedrooms and 1.5 bathrooms separated from the primary bedroom. New windows throughout. Situated on a 0.30 acre lot, there is plenty of room to expand. Just a quick bike ride to Park Avenue and easy access to Winter Park Village and Downtown Maitland. Fantastic location right by The Enzian theater & Park Maitland school.
Zoned for the highly coveted Dommerich Elementary, Maitland Middle and Winter Park High School! Welcome Home!
Last Agent to Sell the Property
FANNIE HILLMAN & ASSOCIATES Brokerage Phone: 407-644-1234 License #3024926 Listed on: 05/20/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,233
Year Built
- Built in 1971
Lot Details
- 0.3 Acre Lot
- East Facing Home
- Irrigation Equipment
- Property is zoned RSF-2
Parking
- 2 Car Attached Garage
Home Design
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 2,428 Sq Ft Home
- Crown Molding
- Ceiling Fan
- Family Room
- Living Room
- Dining Room
- Bonus Room
Kitchen
- Convection Oven
- Dishwasher
- Solid Wood Cabinet
- Disposal
Flooring
- Wood
- Carpet
- Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Split Bedroom Floorplan
- Walk-In Closet
Laundry
- Laundry in Garage
- Dryer
- Washer
Outdoor Features
- Rain Gutters
Schools
- Dommerich Elementary School
- Maitland Middle School
- Winter Park High School
Utilities
- Central Heating and Cooling System
- Electric Water Heater
Community Details
- No Home Owners Association
- Maitland Park South Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 17
- Assessor Parcel Number 36-21-29-5473-00-170
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
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 the area
Home Values in the Area
Average Home Value in this Area
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $905,000 | None Listed On Document | |
Warranty Deed | $100 | None Listed On Document | |
Interfamily Deed Transfer | -- | Terra Ttl Llc Dba Terra Ttl | |
Warranty Deed | $190,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $349,237 | VA | |
Previous Owner | $339,456 | VA | |
Previous Owner | $251,400 | New Conventional | |
Previous Owner | $170,000 | New Conventional | |
Previous Owner | $64,000 | Credit Line Revolving | |
Previous Owner | $75,000 | Credit Line Revolving | |
Previous Owner | $236,000 | Unknown | |
Previous Owner | $34,000 | Credit Line Revolving | |
Previous Owner | $164,000 | No Value Available |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
07/01/2025 07/01/25 | Sold | $905,000 | -4.7% | $373 / Sq Ft |
05/22/2025 05/22/25 | Pending | -- | -- | -- |
05/20/2025 05/20/25 | For Sale | $950,000 | -- | $391 / 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 | $3,233 | $245,048 | -- | -- |
2024 | $3,093 | $245,048 | -- | -- |
2023 | $3,093 | $231,206 | $0 | $0 |
2022 | $2,893 | $224,472 | $0 | $0 |
2021 | $2,851 | $217,934 | $0 | $0 |
2020 | $2,717 | $214,925 | $0 | $0 |
2019 | $2,804 | $210,093 | $0 | $0 |
2018 | $2,783 | $206,176 | $0 | $0 |
2017 | $2,747 | $394,404 | $223,100 | $171,304 |
2016 | $2,715 | $391,309 | $223,100 | $168,209 |
2015 | $2,767 | $351,713 | $194,000 | $157,713 |
2014 | $2,785 | $266,375 | $176,000 | $90,375 |
Agents Affiliated with this Home
-
Seller's Agent in 2025
Lisa Fleming
FANNIE HILLMAN & ASSOCIATES
(407) 644-1234
8 in this area
115 Total Sales
-
Buyer's Agent in 2025
Debbie Fussell
KELLER WILLIAMS REALTY AT THE PARKS
(407) 619-1850
1 in this area
67 Total Sales
Map
Source: Stellar MLS
MLS Number: O6310450

APN: 36-2129-5473-00-170
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