$1,400,000
SOLD JUN 25, 2026
4 Beds
5.5 Baths
3,609 Sq Ft
0.42 Acre Lot

Sale Details

Date Sold: June 25, 2026

$388 Per Sq Ft

17% Below List Price

106 Days on Market

Highlights

  • Guest House
  • In Ground Pool
  • Traditional Architecture
  • Oak Trees
  • Marble Flooring
  • Main Floor Primary Bedroom

About This Home

As of June 2026

Nestled behind gates in the heart of Winter park, this enchanting 1930's residence blends historic charm with many recent upgrades. The beautifully renovated kitchen anchors the home, while the downstairs primary suite offers privacy and comfort with an elegant spa inspired bath. The detached one bedroom guest house is perfect for houseguests, a home office or multi-generational living. The main house has a flexible floor plan that includes four bedrooms and four and one half baths, a sunroom ideal for home office, formal dining room, oversized family room and charming sitting area with fireplace. The kitchen is a chef's delight with six burner gas range, large center island, plentiful l space for gatherings and a separate breakfast room. Other notable features include gleaming wood floors, double pane windows offering abundant natural light, adorable laundry room/mud room. French doors from many rooms open to a classic front porch that is a perfect place for relaxing and enjoying picturesque grounds with towering oaks. Step outside to a private heated pool. Detached garage includes Tesla charging station. This gated compound situated on .42 acres is one block from Lake Osceola and a easy walk to Park Avenue.

Last Agent to Sell the Property

Nicole Seybold

FANNIE HILLMAN & ASSOCIATES Brokerage Phone: 407-644-1234 License #484943 Listed on: 02/10/2026

FANNIE HILLMAN & ASSOCIATES

Last Buyer's Agent

Nicole Seybold

FANNIE HILLMAN & ASSOCIATES Brokerage Phone: 407-644-1234 License #484943 Listed on: 02/10/2026

FANNIE HILLMAN & ASSOCIATES
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Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $13,664

Year Built

  • Built in 1935

Lot Details

  • 18,499 Sq Ft Lot
  • West Facing Home
  • Wood Fence
  • Mature Landscaping
  • Oversized Lot
  • Irrigation Equipment
  • Oak Trees
  • Garden
  • Property is zoned WP-R-1AA

Parking

  • 1 Car Garage
  • Electric Vehicle Home Charger
  • Open Parking

Property Views

  • Garden
  • Park or Greenbelt

Home Design

  • Traditional Architecture
  • Bi-Level Home
  • Frame Construction
  • Shingle Roof

Interior Spaces

  • 3,609 Sq Ft Home
  • Built-In Features
  • Crown Molding
  • Ceiling Fan
  • Gas Fireplace
  • Double Pane Windows
  • Shutters
  • French Doors
  • Mud Room
  • Family Room
  • Living Room with Fireplace
  • Breakfast Room
  • Formal Dining Room
  • Home Office
  • Inside Utility
  • Security Gate

Kitchen

  • Dinette
  • Built-In Oven
  • Cooktop
  • Microwave
  • Dishwasher
  • Stone Countertops
  • Disposal

Flooring

  • Wood
  • Marble
  • Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • En-Suite Bathroom
  • Walk-In Closet
  • Hydromassage or Jetted Bathtub

Laundry

  • Laundry Room
  • Dryer
  • Washer

Pool

  • In Ground Pool
  • Outdoor Shower

Outdoor Features

  • Wrap Around Porch
  • Rain Gutters

Additional Homes

  • Guest House

Schools

  • Lakemont Elementary School
  • Maitland Middle School
  • Winter Park High School

Utilities

  • Zoned Heating and Cooling
  • Mini Split Air Conditioners

Community Details

  • No Home Owners Association
  • Osceola Shores Sec 1 Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$13,664

Year Built

Built in 1935

Lot Details

0.42 Acres

Parking

1

Listing Details

  • Property Type: Residential
  • Property Condition: Completed
  • Property Sub Type: Single Family Residence
  • Architectural Style: Traditional
  • Construction Materials: Frame
  • Fireplace: Yes
  • Living Area: 3609
  • Lot Size Acres: 0.42
  • New Construction: No
  • Year Built: 1935
  • Building Area Total: 4281
  • Lot Size Sq Ft: 18499
  • Status: Sold
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 397.72
  • Escrow State: FL
  • Minimum Lease: 7 Months
  • RATIO Current Price By Calculate: 387.92
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 1
  • MFR_InLawSuiteDescription: 1 Bathroom,1 Bedroom,Detached (ADU),Kitchenette,Private Entrance
  • Attribution Contact: 407-644-1234
  • Tax Year: 2025
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Gas, Living Room
  • Living Area Units: Square Feet
  • Flooring: Marble, Tile, Wood
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Interior Amenities: Built-in Features, Ceiling Fans(s), Crown Molding, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s), Window Treatments
  • Appliances Included: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
  • Foundation Details: Other
  • Total Bedrooms: 4
  • Levels: Two
  • Other Equipment: Irrigation Equipment
  • Spa Yn: No
  • Window Features: Double Pane Windows, Shutters
  • Additional Rooms: Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Inside Utility
  • Living Area Meters: 335.29

Exterior Features

  • Direction Faces: West
  • Other Structures: Guest House
  • Pool Features: In Ground
  • Exterior Features: French Doors, Garden, Outdoor Shower, Rain Gutters
  • Roof: Shingle
  • Home Warranty: No
  • Pool Private: Yes
  • View: Garden, Park/Greenbelt
  • Waterfront: No
  • Patio and Porch Features: Covered, Front Porch, Porch, Rear Porch, Wrap Around
  • Road Surface Type: Paved
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: No
  • Carport Y N: No
  • Garage Spaces: 1
  • Garage Yn: Yes
  • Parking Features: Covered, Electric Vehicle Charging Station(s), Open

Utilities

  • Utilities: Electricity Connected, Public
  • Cooling: Mini-Split Unit(s), Zoned
  • Heating: Electric, Zoned
  • Laundry Features: Inside, Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Association: No
  • Security: Security Gate
  • Senior Community: No
  • Association 2 YN: 0

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Schools

  • Elementary School: Lakemont Elem
  • High School: Winter Park High
  • Middle Or Junior School: Maitland Middle

Lot Info

  • Zoning: WP-R-1AA
  • Parcel Number: 05-22-30-6472-05-090
  • Additional Parcels: No
  • Fencing: Wood
  • Lot Features: City Limits, Landscaped, Oversized Lot, Paved
  • Property Attached Yn: No
  • Flood Zone Code: X/LOMR

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Cats OK, Dogs OK
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Please contact city of Winter Park for leasing regulations

Tax Info

  • Tax Annual Amount: 13664
  • Tax Block: 05
  • Tax Book Number: S/10
  • Tax Lot: 090

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

Listed on
Feb 10, 2026
Closed on
Jun 18, 2026
Sold by
Bought by
Seller's Agent
Nicole Seybold
FANNIE HILLMAN & ASSOCIATES
Buyer's Agent
Nicole Seybold
FANNIE HILLMAN & ASSOCIATES
List Price
$1,695,000
Sold Price
$1,400,000
Premium/Discount to List
-$295,000
-17.4%
Views
370

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
187.93%

Purchase Details

Closed on
Jan 15, 2017
Sold by
Bought by

Purchase Details

Closed on
Jul 10, 2015
Sold by
Bought by

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$258,750
Interest Rate
4.08%
Mortgage Type
Credit Line Revolving

Purchase Details

Closed on
May 20, 2008
Sold by
Bought by

Purchase Details

Closed on
Sep 12, 1997
Sold by
Bought by

Purchase Details

Closed on
Aug 21, 1997
Sold by
Bought by

Purchase Details

Closed on
Dec 28, 1993
Sold by
Bought by
Source: Public Records

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Agents Specializing in Winter Park, FL

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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 Type Sale Price Title Company
Warranty Deed $1,400,000 Simplifile
Warranty Deed $325,000 Attorney
Warranty Deed $795,000 Attorney
Interfamily Deed Transfer -- Attorney
Quit Claim Deed $100 --
Warranty Deed $269,000 --
Deed $305,000 --
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 Loan Amount Loan Type
Previous Owner $510,400 New Conventional
Previous Owner $258,750 Credit Line Revolving
Previous Owner $417,000 New Conventional
Previous Owner $150,000 Credit Line Revolving
Previous Owner $273,500 Unknown
Previous Owner $90,000 Credit Line Revolving
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
06/25/2026 06/25/26 Sold $1,400,000 -12.4% $388 / Sq Ft
05/27/2026 05/27/26 Pending -- -- --
04/29/2026 04/29/26 Price Changed $1,599,000 -2.8% $443 / Sq Ft
03/25/2026 03/25/26 Price Changed $1,645,000 -2.9% $456 / Sq Ft
02/10/2026 02/10/26 For Sale $1,695,000 -- $470 / Sq Ft
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
2026 $13,664 $905,077
2025 $13,664 $905,077
2024 $12,723 $881,282
2023 $12,723 $831,500 $0 $0
2022 $11,862 $807,282 $0 $0
2021 $11,741 $783,769 $0 $0
2020 $11,298 $772,948 $0 $0
2019 $11,516 $744,957 $0 $0
2018 $11,459 $731,067 $378,000 $353,067
2017 $11,528 $725,796 $378,000 $347,796
2016 $11,405 $717,306 $378,000 $339,306
2015 $5,944 $621,981 $378,000 $243,981
2014 $5,995 $502,167 $291,000 $211,167
Source: Public Records

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Map

Source: Stellar MLS

MLS Number: O6379927

Stellar MLS

APN: 05-2230-6472-05-090

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