This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
$1,095,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
Property Description
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.
Full Property Details
Full Property Details for 1450 Chestnut Ave
General
- Sold For: $1,095,000
- Taxes: $7,083 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6340675
- Added to Site: 131 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 6
- Interior Features: Chair Rail, Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Electric, Family Room, Gas, Master Bedroom
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer
- Furnishings: Unfurnished
- Flooring: Brick/Stone, Carpet, Marble, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Other
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Deck, In Ground
- Security/Safety: Security System
Exterior
- Exterior Features: French Doors, Irrigation System, Shade Shutter(s), Sidewalk
- Deck/Patio: Patio
- Porch/Patio/Deck: Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener, On Street
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: LAKE KNOWLES TERRACE
- Driving Directions: From Palmer Avenue driving west, turn left onto Temple Drive. Continue straight on Temple Drive, make a right turn onto Chestnut Avenue, and follow Chestnut Avenue until you reach 1450 Chestnut Avenue.
- Direction Faces: North
School Information
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
- Community Features: Lake, Deed Restrictions, Park, Playground, Sidewalks
- Pet Restrictions: Buyer should verify all pet restrictions with governing bodies and associations.
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Zoned
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
Structural Information
- Architectural Info: Mediterranean
- Architectural Style: Mediterranean
- Builder: Andy Swanson
- Exterior Const.: Block, Stucco
- Roof: Tile
- Stories/Levels: Two
- Square Feet: 1,942
- Sq. Ft. Source: Public Records
- Living Area: 1,942 Sq. Ft.
- Year Built: 2009
Lot Features
- Lot Size (Acres): 0.13
- Lot Size (Sq. Ft.): 5,658
- Lot Size: 5658
- Lot Dimensions: 50 x 130 x 50 x 96
- Frontage: Street Brick
- Street/Road Desc.: Brick
- Fencing (Description): Vinyl
Water Features
- Water Front Desc.: Lake
Financial Considerations
- Tax Amount: $7,083
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LAKE KNOWLES TERRACE K/4 LOT 21 BLK 2
- Flood Zone Info: X
- APN: 322130453602210
- Property ID: 322130453602210
- Block/Lot/Section: 2
Listed by Kelly Price & Company Llc
Sold by Keller Williams Realty At The Parks
Get Pre-Approved Today
Schools
Schools serving 1450 Chestnut Ave
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Lakemont Elementary School 901 North Lakemont Avenue, Winter Park, FL 32792 | K-5 | 0.5 mi |
Maitland Middle School 701 North Thistle Lane, Maitland, FL 32751 | 6-8 | 1.5 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1450 Chestnut Ave
Date
Details
Price
Change
Source
12/01/2025
Sold
$1,095,000
—
MLS
10/15/2025
Price Reduced
$1,095,000
-2.67%
MLS
10/07/2025
Price Reduced
$1,125,000
-3.43%
MLS
9/27/2025
Price Reduced
$1,165,000
-6.8%
MLS
9/16/2025
Price Reduced
$1,250,000
-3.85%
MLS
9/06/2025
Listed
$1,300,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1450 Chestnut Avenue, Winter Park, FL 32789 (MLS# O6340675) is a Single Family property that was sold at $1,095,000 on December 01, 2025. Want to learn more about 1450 Chestnut Avenue? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

