1610 Chestnut Ave Winter Park, FL 32789
Estimated payment $6,732/month
Total Views
150,606
3
Beds
2.5
Baths
2,140
Sq Ft
$491
Price per Sq Ft
Highlights
- In Ground Pool
- Open Floorplan
- Living Room with Fireplace
- Winter Park High Rated A+
- Deck
- Engineered Wood Flooring
About This Home
Under contract-accepting backup offers. Nestled in the desirable Tree Streets of Winter Park, this stunning Mid-Century Modern residence offers timeless style, thoughtful updates, and effortless indoor-outdoor living. With over 2,100 square feet of beautifully designed space, this 3-bedroom, 2.5-bath home delivers modern functionality with elegant character—just minutes from the heart of Park Avenue.
Inside, you'll find an open floor plan with engineered hardwood flooring, high ceilings, crown molding, and abundant natural light. The kitchen is a chef’s dream, featuring a convection oven, cooktop, range hood, and brand-new appliances—ideal for both daily living and entertaining. A wet bar with wine fridge, cozy sunroom, and custom closets in all three bedrooms elevate the home’s comfort and convenience. The primary suite is located upstairs, offering privacy and retreat.
The backyard is a true Florida oasis, complete with a newly resurfaced saltwater pool, expansive artificial turf, a custom putting green, and a deck with a retractable awning—all within a fully fenced yard designed for privacy and year-round enjoyment.
Additional upgrades include a new roof (2020), updated A/C system (2021), garage storage solutions, and lush front landscaping. With no HOA, a 2-car garage, and extended driveway parking for 4+ vehicles, this home offers both style and flexibility in one of Winter Park’s most coveted neighborhoods.
A rare opportunity to own a turnkey home in a prime location—schedule your private showing today.
Listing Agent
THE AGENCY ORLANDO Brokerage Phone: 407-951-2472 License #3384344 Listed on: 07/03/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $12,115
Year Built
- Built in 1974
Lot Details
- 6,519 Sq Ft Lot
- North Facing Home
- Fenced
- Street paved with bricks
- Property is zoned R-1A
Parking
- 2 Car Attached Garage
- Driveway
Home Design
- Slab Foundation
- Frame Construction
- Shingle Roof
Interior Spaces
- 2,140 Sq Ft Home
- 2-Story Property
- Open Floorplan
- Wet Bar
- Shelving
- Bar Fridge
- Crown Molding
- High Ceiling
- Ceiling Fan
- Electric Fireplace
- Awning
- Window Treatments
- French Doors
- Entrance Foyer
- Living Room with Fireplace
- Dining Room
- Sun or Florida Room
- Engineered Wood Flooring
- Laundry in Garage
Kitchen
- Convection Oven
- Cooktop with Range Hood
- Microwave
- Dishwasher
- Wine Refrigerator
- Disposal
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary Bedroom Upstairs
- En-Suite Bathroom
- Walk-In Closet
Pool
- In Ground Pool
- Saltwater Pool
Outdoor Features
- Deck
- Exterior Lighting
- Rain Gutters
- Private Mailbox
Schools
- Lakemont Elementary School
- Maitland Middle School
- Winter Park High School
Utilities
- Central Air
- Heating Available
- High Speed Internet
- Cable TV Available
Community Details
- No Home Owners Association
- Lake Knowles Terrace Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 9 / 2
- Assessor Parcel Number 32-21-30-4536-02-090
Map
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Home Values in the Area
Average Home Value in this Area
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 | $12,115 | $828,920 | $400,000 | $428,920 |
| 2024 | $11,696 | $809,400 | $400,000 | $409,400 |
| 2023 | $11,696 | $786,881 | $400,000 | $386,881 |
| 2022 | $8,448 | $551,293 | $325,000 | $226,293 |
| 2021 | $7,793 | $494,074 | $300,000 | $194,074 |
| 2020 | $6,952 | $464,143 | $300,000 | $164,143 |
| 2019 | $6,693 | $421,246 | $280,000 | $141,246 |
| 2018 | $6,437 | $418,687 | $280,000 | $138,687 |
| 2017 | $5,685 | $347,186 | $212,180 | $135,006 |
| 2016 | $5,354 | $338,140 | $206,000 | $132,140 |
| 2015 | $5,007 | $305,334 | $181,000 | $124,334 |
| 2014 | $4,400 | $250,084 | $138,000 | $112,084 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 07/23/2025 07/23/25 | Pending | -- | -- | -- |
| 07/03/2025 07/03/25 | For Sale | $1,050,000 | +16.7% | $491 / Sq Ft |
| 04/22/2022 04/22/22 | Sold | $900,000 | -3.2% | $427 / Sq Ft |
| 03/23/2022 03/23/22 | Pending | -- | -- | -- |
| 03/07/2022 03/07/22 | Price Changed | $929,900 | -3.6% | $442 / Sq Ft |
| 03/02/2022 03/02/22 | For Sale | $965,000 | +63.6% | $458 / Sq Ft |
| 10/02/2020 10/02/20 | Sold | $590,000 | 0.0% | $308 / Sq Ft |
| 08/23/2020 08/23/20 | Pending | -- | -- | -- |
| 08/23/2020 08/23/20 | Off Market | $590,000 | -- | -- |
| 07/15/2020 07/15/20 | Price Changed | $659,900 | -5.7% | $345 / Sq Ft |
| 05/22/2020 05/22/20 | For Sale | $699,900 | +75.0% | $366 / Sq Ft |
| 01/21/2020 01/21/20 | Sold | $400,000 | -11.1% | $209 / Sq Ft |
| 01/12/2020 01/12/20 | Pending | -- | -- | -- |
| 12/13/2019 12/13/19 | For Sale | $449,900 | 0.0% | $235 / Sq Ft |
| 12/18/2018 12/18/18 | Rented | $2,695 | 0.0% | -- |
| 12/04/2018 12/04/18 | Under Contract | -- | -- | -- |
| 10/29/2018 10/29/18 | For Rent | $2,695 | 0.0% | -- |
| 03/25/2018 03/25/18 | Rented | $2,695 | 0.0% | -- |
| 03/09/2018 03/09/18 | For Rent | $2,695 | -- | -- |
Source: Stellar MLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $590,000 | Champion Title And Closing | |
| Quit Claim Deed | -- | None Available | |
| Warranty Deed | $400,000 | Stewart Title Company | |
| Interfamily Deed Transfer | -- | -- | |
| Interfamily Deed Transfer | -- | -- | |
| Warranty Deed | $161,800 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $774,000 | New Conventional | |
| Closed | $130,000 | New Conventional | |
| Closed | $448,000 | New Conventional | |
| Previous Owner | $125,200 | New Conventional | |
| Previous Owner | $212,000 | Credit Line Revolving | |
| Previous Owner | $115,365 | New Conventional | |
| Previous Owner | $115,365 | Credit Line Revolving | |
| Previous Owner | $30,000 | Credit Line Revolving | |
| Previous Owner | $151,600 | Unknown | |
| Previous Owner | $153,700 | New Conventional |
Source: Public Records
About the Listing Agent
Luxury Advisor at The Agency in Winter Park Florida
Derek's Other Listings
Source: Stellar MLS
MLS Number: O6324131
APN: 32-2130-4536-02-090
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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