One or more photo(s) has been virtually staged. Multiple offers received - please submit HIGHEST & BEST by THURSDAY, JULY 17th at 5:00 PM. 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 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!
Sold for $510,000
$510,000
2739 AMSDEN ROAD, WINTER PARK, FL 32792
4beds
1,877sqft
Single Family Residence
Built in 1959
0.32 Acres Lot
$507,600 Zestimate®
$272/sqft
$2,955 Estimated rent
Home value
$507,600
$462,000 - $558,000
$2,955/mo
Zestimate® history
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List your homeWhat's special
Stylish finishesSerene water viewNewer gas stoveDual primary suitesPrivate ensuite bathGorgeous waterfront propertyFlexibility and comfort
Zillow last checked:
Listing updated:
Listed by:
D'Anne Mica 407-739-1993,
FANNIE HILLMAN & ASSOCIATES 407-644-1234,
Erin Baker 407-719-0030,
FANNIE HILLMAN & ASSOCIATES
Bought with:
Mindy Colon, 3357579
CORCORAN PREMIER REALTY
Source: Stellar MLS,MLS#: O6326159
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: Second
Bedroom 2
- Features: En Suite Bathroom, Built-in Closet
- Level: First
Bedroom 3
- Features: Built-in Closet
- Level: First
Bedroom 4
- Features: Built-in Closet
- Level: First
Primary bathroom
- Level: Second
Bathroom 2
- Level: First
Bathroom 3
- Level: First
Dining room
- Level: First
Kitchen
- Level: First
Laundry
- Features: Storage Closet
- Level: First
Living room
- Level: First
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Oven, Dryer, Gas Water Heater, Microwave, Range, Tankless Water Heater
- Laundry: Inside
Features
- Ceiling Fan(s), High Ceilings, Open Floorplan, Stone Counters, Thermostat, Walk-In Closet(s)
- Flooring: Carpet, Concrete, Tile
- Doors: French Doors
- Windows: Blinds, Skylight(s)
- Has fireplace: No
Interior area
- Total structure area: 2,847
- Total interior livable area: 1,877 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Front Porch, Patio
- Exterior features: Lighting, Rain Gutters, Storage
- Has private pool: Yes
- Pool features: In Ground, Lighting
- Fencing: Wood
- Has view: Yes
- View description: Water, Pond
- Has water view: Yes
- Water view: Water,Pond
Lot
- Size: 0.32 Acres
- Residential vegetation: Bamboo, Mature Landscaping, Trees/Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 042230941404080
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Florida
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 1959
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Natural Gas Connected, Public, Sewer Connected, Water Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: WINTER PARK ESTATES
HOA
- Has HOA: Yes
- HOA fee: $2 monthly
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $272/sqft
- Tax assessed value: $383,202
- Annual tax amount: $6,502
- Date on market: 7/11/2025
- Cumulative days on market: 6 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 8/29/2025 | Sold | $510,000+3%$272/sqft |
Source:  Stellar MLS #O6326159 Report a problem | ||
| 7/19/2025 | Pending sale | $495,000$264/sqft |
Source: Stellar MLS #O6326159 Report a problem | ||
| 7/11/2025 | Listed for sale | $495,000+108.9%$264/sqft |
Source: Stellar MLS #O6326159 Report a problem | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 1/27/2015 | Listing removed | $2,000$1/sqft |
Source: Owner Report a problem | ||
| 1/11/2015 | Listed for rent | $2,000$1/sqft |
Source: Owner Report a problem | ||
| 9/30/2013 | Sold | $237,000-1.3%$126/sqft |
Source: Stellar MLS #O5159165 Report a problem | ||
| 8/3/2013 | Listed for sale | $240,000$128/sqft |
Source: RE/MAX Downtown #O5159165 Report a problem | ||
| 6/25/2013 | Listing removed | $240,000$128/sqft |
Source: RE/MAX Downtown #O5159165 Report a problem | ||
| 6/19/2013 | Price change | $240,000-8.4%$128/sqft |
Source: RE/MAX Downtown #O5159165 Report a problem | ||
| 4/2/2013 | Listed for sale | $262,000+101.7%$140/sqft |
Source: Realbird Report a problem | ||
| 10/17/2002 | Sold | $129,900$69/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $6,503 +7.8% | $383,202 +4.5% |
| 2023 | $6,032 +9% | $366,567 +10% |
| 2022 | $5,536 +9.3% | $333,243 +10% |
| 2021 | $5,064 -1.8% | $302,948 -1.1% |
| 2020 | $5,157 +0.3% | $306,462 +3% |
| 2019 | $5,141 +9.5% | $297,660 +10% |
| 2018 | $4,695 | $270,600 +4.4% |
| 2017 | $4,695 +3.3% | $259,266 +1.1% |
| 2016 | $4,544 -0.5% | $256,323 +9.7% |
| 2015 | $4,567 +46.1% | $233,603 +12.6% |
| 2014 | $3,126 +2.2% | $207,421 +4.8% |
| 2013 | $3,060 -1% | $197,850 -0.2% |
| 2012 | $3,090 +1.8% | $198,258 -4.5% |
| 2011 | $3,035 +5.1% | $207,608 -0.1% |
| 2010 | $2,887 | $207,790 -10% |
| 2009 | -- | $230,885 +54.7% |
| 2008 | $1,640 -6.4% | $149,221 -7.4% |
| 2007 | $1,752 -5.3% | $161,134 +1.8% |
| 2006 | $1,850 +1.5% | $158,259 +15.2% |
| 2005 | $1,822 +5% | $137,344 +20.1% |
| 2004 | $1,736 +0.7% | $114,332 +5.2% |
| 2003 | $1,724 -4.8% | $108,677 +22.8% |
| 2002 | $1,811 +4.6% | $88,494 +8.4% |
| 2001 | $1,731 +7.6% | $81,617 +9.8% |
| 2000 | $1,609 | $74,316 |
Find assessor info on the county website
Neighborhood: 32792
Nearby homes
- $441,5003 bd3 ba1.7k sqft2733 Amsden Rd, Winter Park, FL 32792Off Market
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Nearby schools
GreatSchools rating
- 4/10Aloma Elementary SchoolGrades: PK-5Distance: 0.3 mi
- 7/10Glenridge Middle SchoolGrades: 6-8Distance: 2.2 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Aloma Elem
- Middle: Glenridge Middle
- High: Winter Park High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$507,600
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$507,600
- Florida
- Orange County
- Winter Park
- 32792
- 2739 AMSDEN ROAD
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