1450 Chestnut Ave Winter Park, FL 32789
Estimated payment $7,619/month
Total Views
988
3
Beds
3.5
Baths
1,942
Sq Ft
$669
Price per Sq Ft
Highlights
- Hot Property
- In Ground Pool
- Community Lake
- Winter Park High Rated A+
- Bamboo Trees
- Fireplace in Primary Bedroom
About This Home
Located in the coveted Tree Streets just a block and a half from Lake Knowles, this timeless Mediterranean home offers three bedrooms, three and a half bathrooms, and just under 2,000 square feet of beautifully finished living space framed by mature magnolias and manicured hedges. A brick driveway leads to a two-car garage with carriage-style doors, while a covered entry showcases a solid arched wood front door with classic peep hole, setting the tone for the craftsmanship inside. Step through the entry and discover a hidden laundry room with dark wood cabinetry, marble countertops, subway tile backsplash, and front-loading washer and dryer, along with a sophisticated powder bath featuring a floating marble-topped sink, wall-mounted chrome faucet, integrated mirror lighting, and detailed molding. Just beyond is a flexible room that functions as a dining room or formal living space, and through the next doorway the home opens to a large kitchen and great room designed for everyday living and entertaining. The kitchen combines dark wood perimeter cabinetry with accent glass fronts, a creamy white island with storage on both sides, marble countertops, and stainless appliances including a GE Monogram gas cooktop with vent hood, convection oven, refrigerator, dishwasher, and LG under-counter microwave, all anchored by a deep single-barrel undermount sink with extendable faucet. The great room features a gas fireplace with mosaic tile surround, clerestory windows, extensive crown molding, and hardwood floors, with new Anderson French doors that open to the private backyard where brick decking frames a cocktail pool with water features by Signature Landscape, surrounded by mature greenery and magnolias. The primary suite, tucked on the back right wing, also enjoys French doors to the pool terrace and includes new carpet, a customized floor-to-ceiling walk-in closet, and a bath with travertine floors, sunken glass-enclosed shower with built-in shelving, creamy white vanity topped with marble, satin nickel fixtures, dual Kohler undermount sinks, and mirrored walls with crown molding. Upstairs, two spacious bedrooms each feature ensuite baths and customized closets—the front with a built-in desk, marble chicklet tile flooring, creamy cabinetry, and tub/shower combo, the second with a walk-in closet and a bath finished with travertine flooring, a slightly larger vanity with consistent cream cabinetry, marble top, and glass-enclosed shower. Additional highlights include hidden storage under the stairs, unique iron stair railing, 8’ solid wood interior doors, 10’ ceilings, and block construction, while recent updates such as an Italian tile roof (2020), newer garage door and opener, and new HVAC air handler provide peace of mind. Just a short walk to the YMCA, Phelps Park, and Interlachen Country Club, 1450 Chestnut Avenue combines Mediterranean charm, thoughtful updates, and a sought-after Winter Park location for a lock and leave lifestyle with ease.
Listing Agent
KELLY PRICE & COMPANY LLC Brokerage Phone: 407-645-4321 License #706230 Listed on: 09/06/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,083
Year Built
- Built in 2009
Lot Details
- 5,658 Sq Ft Lot
- Lot Dimensions are 50x130x50x96
- North Facing Home
- Vinyl Fence
- Mature Landscaping
- Level Lot
- Irregular Lot
- Irrigation Equipment
- Street paved with bricks
- Bamboo Trees
- Property is zoned R-1A
Parking
- 2 Car Attached Garage
- Garage Door Opener
- Driveway
- On-Street Parking
Home Design
- Mediterranean Architecture
- Slab Foundation
- Tile Roof
- Block Exterior
- Stucco
Interior Spaces
- 1,942 Sq Ft Home
- 2-Story Property
- Built-In Desk
- Shelving
- Chair Railings
- Crown Molding
- High Ceiling
- Electric Fireplace
- Gas Fireplace
- Shade Shutters
- French Doors
- Family Room with Fireplace
- Family Room Off Kitchen
- Living Room
- Formal Dining Room
- Inside Utility
- Home Security System
- Attic
Kitchen
- Eat-In Kitchen
- Built-In Convection Oven
- Cooktop with Range Hood
- Microwave
- Dishwasher
- Stone Countertops
- Disposal
Flooring
- Wood
- Brick
- Carpet
- Marble
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary Bedroom on Main
- Fireplace in Primary Bedroom
- Split Bedroom Floorplan
- En-Suite Bathroom
- Walk-In Closet
- Single Vanity
- Bathtub with Shower
- Shower Only
Laundry
- Laundry Room
- Dryer
- Washer
Pool
- In Ground Pool
- Pool Deck
Outdoor Features
- Patio
Schools
- Lakemont Elementary School
- Maitland Middle School
- Winter Park High School
Utilities
- Forced Air Zoned Heating and Cooling System
- Thermostat
- Propane
- Tankless Water Heater
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 21 / 2
- Assessor Parcel Number 32-21-30-4536-02-210
Community Details
Overview
- No Home Owners Association
- Built by Andy Swanson
- Lake Knowles Terrace Subdivision
- The community has rules related to deed restrictions
- Community Lake
Recreation
- Community Playground
- Park
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 | $7,083 | $500,035 | -- | -- |
| 2024 | $6,823 | $500,035 | -- | -- |
| 2023 | $6,823 | $471,789 | $0 | $0 |
| 2022 | $6,466 | $458,048 | $0 | $0 |
| 2021 | $6,394 | $444,707 | $0 | $0 |
| 2020 | $6,148 | $438,567 | $0 | $0 |
| 2019 | $6,357 | $428,707 | $0 | $0 |
| 2018 | $6,320 | $420,713 | $0 | $0 |
| 2017 | $6,263 | $535,911 | $190,550 | $345,361 |
| 2016 | $6,135 | $520,576 | $185,000 | $335,576 |
| 2015 | $6,282 | $479,049 | $165,000 | $314,049 |
| 2014 | $6,335 | $427,781 | $126,000 | $301,781 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 09/06/2025 09/06/25 | For Sale | $1,300,000 | -- | $669 / Sq Ft |
Source: Stellar MLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Special Warranty Deed | -- | Attorney | |
| Deed | $100 | -- | |
| Corporate Deed | $496,300 | Midtown Title Llc | |
| Individual Deed | $185,000 | Land America Gulf Atlantic T | |
| Warranty Deed | $164,000 | First American Title Ins Co |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $396,250 | New Conventional | |
| Previous Owner | $166,500 | Purchase Money Mortgage | |
| Previous Owner | $155,800 | No Value Available | |
| Previous Owner | $100,750 | New Conventional |
Source: Public Records
Similar Homes in Winter Park, FL
Source: Stellar MLS
MLS Number: O6340675
APN: 32-2130-4536-02-210
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