$2,500,000
SOLD FEB 28, 2025

1506 Chestnut Ave Winter Park, FL 32789

5 Beds
6 Baths
3,545 Sq Ft
9,061 Sq Ft Lot

Recently Sold

$705 Per Sq Ft

3 Days on Market

Highlights

  • Cabana
  • Sauna
  • Wood Flooring
  • Winter Park High Rated A
  • Open Floorplan
  • Main Floor Primary Bedroom

About This Home

As of February 2025

In one of Winter Parks desired neighborhoods, this exquisite Bates Custom Homes house is a three-year-old modern farmhouse that offers the ideal blend of style, luxury and comfort. With five spacious bedrooms, a creative hub and 4.5 beautifully appointed baths, this home is designed for relaxed living and elegant entertaining. The primary suite is downstairs and boasts large windows and a spa-like bath with dual vanities, a soaking tub, a walk-in shower and a custom walk-in closet. An additional four bedrooms are upstairs. The heart of the home is the open-concept kitchen, featuring top-of-the-line appliances like Wolf and Sub-Zero, that make cooking a pleasure. Adjacent to the kitchen, you'll find a light-filled eating area and cozy living space, ideal for family gatherings while turning the surround sound on listening to your favorite tunes or watching your favorite movie. A thoughtfully designed office provides the space for remote work or study. Step outside to your own private oasis, where a charming veranda overlooks a sparkling heated pool and spa, and a fully equipped cabana house. Complete with a fireplace, outdoor kitchen and bath, this space is ideal for year-round entertaining. The expansive backyard is a peaceful retreat, with lush landscaping providing privacy and tranquility. Additional features include a large, functional laundry room with a dedicated dog-washing station making it convenient for the pet owner. There is also an extra washer and dryer upstairs. This home is a masterpiece, combining modern sophistication with comfort and practicality.

Last Agent to Sell the Property

Alison Mosley

PREMIER SOTHEBY'S INTL. REALTY Brokerage Phone: 407-644-3295 License #639130 Listed on: 01/17/2025

PREMIER SOTHEBY'S INTL. REALTY

Last Buyer's Agent

Alison Mosley

PREMIER SOTHEBY'S INTL. REALTY Brokerage Phone: 407-644-3295 License #639130 Listed on: 01/17/2025

PREMIER SOTHEBY'S INTL. REALTY

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $18,909

Year Built

  • Built in 2021

Lot Details

  • 9,061 Sq Ft Lot
  • North Facing Home
  • Dog Run
  • Fenced
  • Irrigation
  • Street paved with bricks
  • Property is zoned WP-R-1A

Parking

  • 2 Car Attached Garage

Home Design

  • Bi-Level Home
  • Block Foundation
  • Slab Foundation
  • Shingle Roof
  • Metal Roof
  • Stucco

Interior Spaces

  • 3,545 Sq Ft Home
  • Open Floorplan
  • Wet Bar
  • Built-In Features
  • Bar Fridge
  • Crown Molding
  • Ceiling Fan
  • Window Treatments
  • Sliding Doors
  • Family Room Off Kitchen
  • Living Room
  • Den
  • Sauna
  • Wood Flooring

Kitchen

  • Eat-In Kitchen
  • Built-In Oven
  • Cooktop with Range Hood
  • Microwave
  • Freezer
  • Dishwasher
  • Wine Refrigerator
  • Solid Wood Cabinet
  • Trash Compactor
  • Disposal

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • Walk-In Closet

Laundry

  • Laundry Room
  • Dryer
  • Washer

Home Security

  • Security System Owned
  • Fire and Smoke Detector

Pool

  • Cabana
  • Heated In Ground Pool
  • Heated Spa
  • Outdoor Shower

Outdoor Features

  • Outdoor Kitchen
  • Exterior Lighting
  • Outdoor Storage
  • Outdoor Grill

Schools

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

Utilities

  • Central Air
  • Heating System Uses Gas
  • Thermostat
  • Underground Utilities
  • Propane
  • Cable TV Available

Community Details

  • No Home Owners Association
  • Built by Bates Custom Homes
  • Lake Knowles Terrace Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$18,909

Year Built

Built in 2021

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Stucco
  • Fireplace: Yes
  • Living Area: 3545
  • Lot Size Acres: 0.21
  • New Construction: No
  • Year Built: 2021
  • Building Area Total: 5131
  • Lot Size Sq Ft: 9061
  • Status: Sold
  • Ownership: Fee Simple
  • ResoBuildingAreaSource: PublicRecords
  • Building Area Total Srch Sq M: 476.69
  • Escrow State: FL
  • Minimum Lease: No Minimum
  • RATIO Current Price By Calculate: 705.22
  • Total Acreage: 0 to less than 1/4
  • Water Access YN: 0
  • MFR_BedroomClosetType: Walk-in Closet
  • MFR_BedroomClosetType: Walk-in Closet
  • MFR_BedroomClosetType: Walk-in Closet
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 407-644-3295
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Wood
  • Full Bathrooms: 4
  • Half Bathrooms: 2
  • Interior Amenities: Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Sauna, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
  • Appliances Included: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Wine Refrigerator
  • Foundation Details: Block, Slab
  • Total Bedrooms: 5
  • Levels: Two
  • Spa Features: Heated
  • Spa Yn: Yes
  • Window Features: Window Treatments
  • ResoLivingAreaSource: PublicRecords
  • Living Area Meters: 329.34

Exterior Features

  • Direction Faces: North
  • Other Structures: Cabana
  • Pool Features: Heated, In Ground
  • Exterior Features: Dog Run, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sidewalk, Sliding Doors, Storage
  • Roof: Metal, Shingle
  • Pool Private: Yes
  • Waterfront: No
  • Road Surface Type: Brick
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes

Utilities

  • Utilities: Cable Available, Cable Connected, Propane, Street Lights, Underground Utilities
  • Cooling: Central Air
  • Heating: Electric, Gas
  • Laundry Features: Inside, Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Association: No
  • Security: Fire Alarm, Security System Owned, Smoke Detector(s)
  • 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-1A
  • Parcel Number: 32-21-30-4536-02-181
  • Additional Parcels: No
  • Fencing: Fenced
  • Lot Features: City Limits, Sidewalk, Street Brick
  • Flood Zone Code: X

Building Info

  • Builder Name: Bates Custom Homes

Rental Info

  • Lease Restrictions YN: 0

Tax Info

  • Tax Annual Amount: 18908.81
  • Tax Block: 2
  • Tax Book Number: K/4
  • Tax Lot: 19

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jan 17, 2025
Closed on
Feb 28, 2025
Sold by
Smalley Michael and Smalley Jacqueline
Bought by
Tchekmeian Alex K and Afflerback Katie M
Seller's Agent
Alison Mosley
PREMIER SOTHEBY'S INTL. REALTY
Buyer's Agent
Alison Mosley
PREMIER SOTHEBY'S INTL. REALTY
List Price
$2,495,000
Sold Price
$2,500,000
Premium/Discount to List
$5,000
0.2%
Views
26
Current Estimated Value
$2,401,835

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$98,165
Avg. Annual Appreciation
-4.31%
Original Mortgage
$2,500,000
Outstanding Balance
$2,411,877
Interest Rate
6.96%
Mortgage Type
Credit Line Revolving
Estimated Equity
-$10,042
Source: Public Records
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $2,500,000 None Listed On Document
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $2,500,000 Credit Line Revolving
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
02/28/2025 02/28/25 Sold $2,500,000 +0.2% $705 / Sq Ft
01/20/2025 01/20/25 Pending -- -- --
01/17/2025 01/17/25 For Sale $2,495,000 -- $704 / Sq Ft
Source: Stellar MLS

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 $18,981 $1,606,400 $400,000 $1,206,400
2024 $18,356 $1,297,324 -- --
2023 $18,356 $1,222,852 $0 $0
2022 $17,733 $1,187,235 $0 $0
2021 $17,733 $350,000 $350,000 $0
2020 $5,325 $342,214 $305,000 $37,214
2019 $5,147 $342,214 $305,000 $37,214
2018 $4,971 $341,109 $305,000 $36,109
2017 $4,408 $286,361 $251,320 $35,041
2016 $4,211 $284,272 $244,000 $40,272
2015 $3,999 $263,573 $222,000 $41,573
2014 $3,462 $211,030 $169,000 $42,030
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: O6272231

Stellar MLS

APN: 32-2130-4536-02-181