$1,690,000
SOLD MAR 6, 2026

1630 Chestnut Ave Winter Park, FL 32789

3 Beds
4.5 Baths
3,164 Sq Ft
6,534 Sq Ft Lot

Recently Sold

$534 Per Sq Ft

3% Below List Price

70 Days on Market

Highlights

  • In Ground Pool
  • Open Floorplan
  • Engineered Wood Flooring
  • Winter Park High Rated A
  • Colonial Architecture
  • Outdoor Fireplace

About This Home

As of March 2026

Discover a fresh take on modern living in one of Winter Park's most admired neighborhoods - the "Tree Streets." This custom three-story LunDev home marries modern minimalism with subtle Dutch Colonial influences, creating a distinctive and inviting retreat. The carefully curated neutral palette sets a relaxed tone throughout, blending timeless design elements with contemporary sophistication—indoors and out. Step into an open-concept layout bathed in natural light that highlights generous room sizes and thoughtful transitions from space to space. The welcoming foyer flows into a great living area and gourmet kitchen featuring a premium Thermador appliance package, including a commercial gas range and double under-counter refrigerator drawers. Adjacent to the kitchen, a stylish powder bath and mudroom with abundant storage lead to a convenient two-car attached garage. The main level is anchored by a luxurious primary suite that features a spa-inspired bath and an expansive walk-in closet with dedicated laundry facilities, perfectly suited for busy lifestyles. From the great room, large garden doors open to a back lanai pool area, seamlessly integrating indoor and outdoor living. Enjoy extended entertaining options in the cabana pool house, complete with a TV and fireplace. Upstairs, two additional bedrooms, each with an ensuite and custom walk-in closet, share a beautifully appointed bonus room with a dramatic raked ceiling and a second laundry area, offering flexibility to suit your needs. The versatile third level features a private studio that can easily serve as a fourth bedroom, guest suite, or private home office, complete with a built-in closet and full ensuite bathroom. LunDev has masterfully created a residence that exudes sophistication and casual luxury, making this property a standout gem. Located near parks, lakes, and premier shopping at Park Avenue, Winter Park Village, and Whole Foods, this home offers an exceptional lifestyle opportunity. Schedule your private tour today to experience the allure of this exquisite Winter Park residence.

Last Agent to Sell the Property

Brian Teach

COLDWELL BANKER REALTY Brokerage Phone: 407-647-1211 License #694654 Listed on: 11/14/2025

COLDWELL BANKER REALTY

Last Buyer's Agent

Brian Teach

COLDWELL BANKER REALTY Brokerage Phone: 407-647-1211 License #694654 Listed on: 11/14/2025

COLDWELL BANKER REALTY

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $16,766

Year Built

  • Built in 2021

Lot Details

  • 6,519 Sq Ft Lot
  • Lot Dimensions are 130x50
  • North Facing Home
  • Wood Fence
  • Level Lot
  • Irrigation Equipment
  • Street paved with bricks
  • Landscaped with Trees
  • Property is zoned R-1A

Parking

  • 2 Car Attached Garage
  • Oversized Parking
  • Garage Door Opener
  • Driveway
  • Secured Garage or Parking
  • On-Street Parking

Home Design

  • Colonial Architecture
  • Dutch Colonial Architecture
  • Slab Foundation
  • Shingle Roof
  • Block Exterior
  • Stucco

Interior Spaces

  • 3,164 Sq Ft Home
  • 3-Story Property
  • Open Floorplan
  • Built-In Features
  • Ceiling Fan
  • Gas Fireplace
  • Double Pane Windows
  • Tinted Windows
  • Shades
  • Drapes & Rods
  • French Doors
  • Mud Room
  • Entrance Foyer
  • Great Room
  • Family Room Off Kitchen
  • Dining Room
  • Den
  • Bonus Room
  • Storage Room
  • Inside Utility
  • Walk-Up Access
  • Attic

Kitchen

  • Eat-In Kitchen
  • Breakfast Bar
  • Built-In Oven
  • Cooktop with Range Hood
  • Microwave
  • Dishwasher
  • Solid Surface Countertops
  • Disposal

Flooring

  • Engineered Wood
  • Carpet
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • En-Suite Bathroom
  • Walk-In Closet
  • Tall Countertops In Bathroom
  • Private Water Closet
  • Bathtub with Shower
  • Shower Only
  • Multiple Shower Heads
  • Window or Skylight in Bathroom

Laundry

  • Laundry closet
  • Dryer
  • Washer

Home Security

  • Security System Owned
  • Fire and Smoke Detector

Pool

  • In Ground Pool
  • Gunite Pool
  • Saltwater Pool
  • Pool Lighting

Outdoor Features

  • Covered Patio or Porch
  • Outdoor Fireplace
  • Exterior Lighting
  • Outdoor Storage
  • Rain Gutters
  • Private Mailbox

Schools

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

Utilities

  • Central Heating and Cooling System
  • Mini Split Air Conditioners
  • Vented Exhaust Fan
  • Thermostat
  • Tankless Water Heater
  • Gas Water Heater
  • High Speed Internet
  • Phone Available
  • Cable TV Available

Listing and Financial Details

Community Details

Overview

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

Recreation

  • Community Playground
  • Park

Home Details

Home Type

Single Family

Est. Annual Taxes

$16,766

Year Built

Built in 2021

Lot Details

6,519 Sq Ft Lot

Parking

2

Listing Details

  • Property Type: Residential
  • Property Condition: Completed
  • Property Sub Type: Single Family Residence
  • Architectural Style: Colonial, Dutch Colonial
  • Construction Materials: Block, Stucco
  • Fireplace: Yes
  • Living Area: 3164
  • Lot Size Acres: 0.15
  • New Construction: No
  • Year Built: 2021
  • Building Area Total: 4021
  • Lot Size Sq Ft: 6519
  • Status: Sold
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 373.56
  • Escrow City: Orlando
  • Escrow State: FL
  • Escrow Street Name: Ashley Park Court #401
  • Minimum Lease: No Minimum
  • RATIO Current Price By Calculate: 534.13
  • Total Acreage: 0 to less than 1/4
  • Water Access YN: 0
  • Property Description: Walk-Up
  • MFR_InLawSuiteYN: 0
  • MFR_DockYN: 0
  • Attribution Contact: 407-647-1211
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Gas, Outside
  • Living Area Units: Square Feet
  • Flooring: Carpet, Hardwood, Tile
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Interior Amenities: Built-in Features, Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances Included: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer
  • Foundation Details: Slab
  • Total Bedrooms: 3
  • Levels: Three Or More
  • Other Equipment: Irrigation Equipment
  • Spa Yn: No
  • Stories: 3
  • Window Features: Double Pane Windows, Drapes, Shades, Tinted Windows
  • Additional Rooms: Attic,Bonus Room,Den/Library/Office,Family Room,Inside Utility,Storage Rooms
  • Living Area Meters: 293.95

Exterior Features

  • Direction Faces: North
  • Other Structures: Other
  • Pool Features: Gunite, In Ground, Lighting, Salt Water
  • Exterior Features: French Doors, Lighting, Private Mailbox, Rain Gutters, Sidewalk, Storage
  • Roof: Shingle
  • Home Warranty: No
  • Pool Private: Yes
  • Waterfront: No
  • Patio and Porch Features: Covered, Front Porch, Patio, Side Porch
  • Road Surface Type: Brick
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12095C0255F

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes
  • Parking Features: Curb Parking, Driveway, Garage Door Opener, Oversized

Utilities

  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Fire Hydrant, Phone Available, Sewer Connected, Sprinkler Meter, Water Connected
  • Cooling: Central Air, Mini-Split Unit(s)
  • Heating: Central, Electric
  • Laundry Features: Inside, Laundry Closet
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Park, Playground, Sidewalks, Street Lights
  • Association: No
  • Security: Secured Garage/Parking, Security System, Security System Owned, Smoke Detector(s)
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required 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: R-1A
  • Parcel Number: 32-21-30-4536-02-070
  • Additional Parcels: No
  • Fencing: Wood
  • Lot Features: Landscaped, Level, Sidewalk, Street Brick
  • Lot Dimensions: 130x50
  • Property Attached Yn: No
  • Flood Zone Code: X

Building Info

  • Builder Name: LunDev Custom Homes

Rental Info

  • Furnished: Negotiable
  • Lease Restrictions YN: 0

Tax Info

  • Tax Annual Amount: 16766
  • Tax Block: 2
  • Tax Book Number: K-4
  • Tax Lot: 7

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Nov 14, 2025
Closed on
Mar 6, 2026
Sold by
Ryan Cockman and Ryan Sasha
Bought by
Sowell Elesa and Sowell Robert D
Seller's Agent
Brian Teach
COLDWELL BANKER REALTY
Buyer's Agent
Brian Teach
COLDWELL BANKER REALTY
List Price
$1,750,000
Sold Price
$1,690,000
Premium/Discount to List
-$60,000
-3.43%
Views
136

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
1.08%
Original Mortgage
$1,352,000
Outstanding Balance
$1,352,000
Interest Rate
5.5%
Mortgage Type
New Conventional
Estimated Equity
$338,907

Purchase Details

Closed on
Jun 18, 2021
Sold by
Knight Family Keys Llc
Bought by
Cockman Gregory Ryan and Cockman Sasha

Purchase Details

Listed on
Jul 17, 2019
Closed on
Nov 12, 2019
Bought by
Knight Family Keys Llc
Seller's Agent
peggy amos
FANNIE HILLMAN & ASSOCIATES
Buyer's Agent
James Mitchell, PA
KELLER WILLIAMS WINTER PARK
List Price
$334,900
Sold Price
$300,000
Premium/Discount to List
-$34,900
-10.42%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
31.19%
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 $1,690,000 None Listed On Document
Warranty Deed $1,220,000 Attorney
Warranty Deed $300,000 Leading Edge Ttl Of Ctrl Fl
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $1,352,000 New Conventional
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
03/06/2026 03/06/26 Sold $1,690,000 -2.0% $534 / Sq Ft
01/23/2026 01/23/26 Pending -- -- --
01/07/2026 01/07/26 Price Changed $1,725,000 -1.4% $545 / Sq Ft
11/14/2025 11/14/25 For Sale $1,750,000 +483.3% $553 / Sq Ft
11/12/2019 11/12/19 Sold $300,000 -10.4% $185 / Sq Ft View Prior Sale
10/10/2019 10/10/19 Pending -- -- --
07/17/2019 07/17/19 For Sale $334,900 -- $206 / 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 $17,263 $1,175,899 -- --
2024 $16,200 $1,142,759 -- --
2023 $16,200 $1,078,207 $0 $0
2022 $15,563 $1,046,803 $325,000 $721,803
2021 $4,732 $300,000 $300,000 $0
2020 $4,620 $300,000 $300,000 $0
2019 $5,135 $343,000 $280,000 $63,000
2018 $4,974 $343,649 $280,000 $63,649
2017 $4,323 $276,837 $212,180 $64,657
2016 $4,094 $270,841 $206,000 $64,841
2015 $3,828 $244,095 $181,000 $63,095
2014 $3,291 $192,158 $138,000 $54,158
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: O6360357

Stellar MLS

APN: 32-2130-4536-02-070

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