1450 CHESTNUT AVENUE

$ 1,300,000
1450 CHESTNUT AVENUE, Winter Park
  • Updated On:
  • September 16, 2025
  • Property Size
  • 1,942 ft2
  • Bathrooms
  • 3.5
  • Bedrooms
  • 3
  • Rooms
  • 6

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.

Listing Id: O6340675
Price: $ 1,300,000
Property Size: 1,942 ft2
Property Lot Size: 0 ft2
Rooms: 6
Bedrooms: 3
Bathrooms: 3.5
Architectural Style: Mediterranean
Bathrooms Full: 3
Bathrooms Half: 1
Modification Timestamp: September 14, 2025 at 08:08pm
Builder Name: Andy Swanson
Building Area Total: 2374
Community Features: Lake, Deed Restrictions, Park, Playground, Sidewalks
Construction Materials: Block, Stucco
Cooling: Central Air, Zoned
CoveredSpaces: 2
CumulativeDaysOnMarket: 8
DaysOnMarket: 8
DirectionFaces: North
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.
ElementarySchool: Lakemont Elem
Fencing: Vinyl
FireplaceFeatures: Electric, Family Room, Gas, Master Bedroom
Flooring: Brick/Stone, Carpet, Marble, Hardwood
FoundationDetails: Slab
Furnished: Unfurnished
GarageSpaces: 2
Heating: Central, Zoned
HighSchool: Winter Park High
IDXParticipationYN: 1
InternetAddressDisplayYN: 1
InternetEntireListingDisplayYN: 1
LaundryFeatures: Inside, Other
LeaseConsideredYN: 1
Levels: Two
List AOR: Orlando Regional
List Agent AOR: Orlando Regional
List Agent Email: padgett@theresidential.net
List Agent Full Name: Padgett McCormick
List Agent MlsId: 261073655
List OfficeKey: 8facb9a5fea28906d06105460218ad5f
ListOfficeMlsId: 55779
ListOfficeName: KELLY PRICE & COMPANY LLC
ListOfficePhone: 407-645-4321
Listing Terms: Cash, Conventional, VA Loan
Living Area Source: Public Records
Living Area Units: Square Feet
Lot Features: City Lot, Irregular Lot, Landscaped, Level, Sidewalk
LotSizeArea: 5658
LotSizeDimensions: 50 x 130 x 50 x 96
LotSizeSquareFeet: 5658
LotSizeUnits: Square Feet
MLSAreaMajor: 32789 - Winter Park
MiddleOrJuniorSchool: Maitland Middle
MlsStatus: Active
ModificationTimestamp: September 14, 2025 at 08:05pm
OnMarketDate: 2025-09-06
Originating System Name: Stellar MLS
Ownership: Fee Simple
Parcel Number: 322130453602210
Parking Features: Driveway, Garage Door Opener, On Street
Pets Allowed: Yes
Pool Features: Deck, In Ground
Roof: Tile
Security Features: Security System
Sewer: Public Sewer
State Or Province: FL
Status Change Timestamp: September 6, 2025 at 03:50pm
Stories Total: 2
Street Name: CHESTNUT
Street Number: 1450
Street Number Numeric: 1450
Street Suffix: AVENUE
Tax Annual Amount: 7083
Tax Block: 2
Tax Book Number: K-4
Tax Year: 2024
Utilities: Cable Connected, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
Water Source: Public
Waterfront Features: Lake
Year Built: 2009
Zoning: R-1A
FeedTypes: IDX
Source System Key: 768826086
Originating System Key: stellar
OriginalEntryTimestamp: September 6, 2025 at 03:50pm
OriginalListPrice: 1300000

Address: 1450 CHESTNUT AVENUE
State/County:
Zip: 32789
Country: United States

Outdoor Details
Garage Attached
Other Features
Built-In Oven
Chair Rail
Cooktop
Crown Molding
Dishwasher
Disposal
Dryer
Eating Space In Kitchen
French Doors
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
High Ceilings
Irrigation System
Kitchen/Family Room Combo
Microwave
Open Parking
Primary Bedroom Main Floor
Range Hood
Refrigerator
Shade Shutter(s)
Sidewalk
Split Bedroom
Stone Counters
Tankless Water Heater
Thermostat
Walk-In Closet(s)
Washer

Education

Full Sail University
(2.3 miles)Full Sail University
Meta Humans
(1.07 miles)Meta Humans

Health & Medical

Winter Park Family Health Center
(1.14 miles)Winter Park Family Health Center
Nutritional Guidance Inc.
(1.73 miles)Nutritional Guidance Inc.

Shopping

Gasp
(1.37 miles)Gasp
Park Avenue Shopping Area
(1.67 miles)Park Avenue Shopping Area
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$ 6,665.36
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 5,040.36

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