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$495,000
3 Days On Site

2739 AMSDEN ROAD
WINTER PARK, FL 32792

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
1,877
SqFt
$264
/SqFt
1959
Built
Subdivision:
WINTER PARK ESTATES
County:
Orange
Call Now: 407-495-2546
Is this the listing for you? We can help make it yours.
407-495-2546
2739 AMSDEN ROAD2739 AMSDEN ROAD2739 AMSDEN ROAD2739 AMSDEN ROAD
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Monthly Payment (Est.)

$2,258
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

One or more photo(s) has been virtually staged. Welcome to the most gorgeous waterfront property in Winter Park for UNDER $500,000! This charming 4 bedroom, 3 bath home is situated on a third of an acre with a stunning pool and water features overlooking a serene water view. The backyard truly must be seen to be believed! Guests will be just as captivated by the interior of this home. Discover flexibility and comfort in this beautifully designed home featuring dual primary suites — one upstairs and one down — each with its own private ensuite bath. Whether you're accommodating multi-generational living, hosting guests, or simply seeking extra privacy, this layout offers the ultimate in versatility. Thoughtfully designed living spaces and stylish finishes continue in the living spaces as well. Wood floors flow throughout the downstairs. The great room is bright and sunny from four (4) oversized windows installed in 2023 as well as French Doors leading to the covered patio. Cooking is a delight with a newer gas stove and a kitchen overlooking the dining and living room. Storage abounds thanks to an indoor laundry room, an oversized two-car garage, and ample closet space in each bedroom. Enjoy home efficiency thanks to HVAC updates in 2023 and a tankless water heater installed in 2024. Winter Park is celebrated for its renowned shopping, dining, parks, and schools - and you could be close to it all in this home! Zoned Winter Park High School and its sports facilities are minutes away. Come discover the Winter Park lifestyle you have dreamed of. It is now obtainable in this incredible estate!

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Listing Snapshot
Price 
$495,000
Days On Site 
3 Days
Bedrooms 
4
Inside Area (SqFt) 
1,877 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.32 Acres
Year Built 
1959
MLS® Number 
O6326159
Status 
Active
Property Tax 
$6,502.94
HOA/Condo/Coop Fees 
$2.08 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
10 hours agoListing updated with changes from the MLS®
4 days agoListing first seen on site
General Features
Acres 
0.32
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
2
Parking 
Attached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2847
Stories 
Two
Style 
Florida
Utilities 
Natural Gas AvailableNatural Gas ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
R-1A
Interior Features
Appliances 
DryerGas Water HeaterMicrowaveRangeTankless Water Heater
Cooling 
Central Air
Flooring 
CarpetConcreteTile
Heating 
Central
Interior 
High CeilingsOpen FloorplanStone CountersWalk-In Closet(s)
Laundry Features 
Inside
Window Features 
Skylight(s)Blinds
Bathroom 2 
Level - First
Bathroom 3 
Level - First
Bedroom 2 
Level - First
Bedroom 3 
Level - First
Bedroom 4 
Level - First
Dining Room 
Level - First
Kitchen 
Level - First
Laundry 
Level - First
Living Room 
Level - First
Master Bathroom 
Level - Second
Master Bedroom 
Level - Second
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Exterior Features
Construction Details 
Block
Exterior 
LightingRain GuttersStorage
Fencing 
Wood
Other Structures 
Shed(s)
Patio And Porch 
Front PorchPatio
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Shingle
View 
PondWater
Waterview 
PondWater
Windows/Doors 
Skylight(s)Blinds
Community Features
Association Dues 
25
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Annually
MLS Area 
32792 - Winter Park/Aloma
Roads 
Paved
Township 
22
Schools
School District
Unknown
Elementary School
Aloma Elem
Middle School
Glenridge Middle
High School
Winter Park High
Listing courtesy of FANNIE HILLMAN & ASSOCIATES 4077190030



Listing information is provided by Participants of the Stellar MLS. 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. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-07-15 12:31 AM EDT

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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