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$1,725,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,164 Sq. Ft.
  • Updated 9 days ago
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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.

Full Property Details for 1630 Chestnut Ave

General

  • Price: $1,725,000
  • Taxes: $16,766 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6360357
  • Updated: 1/7/2026
  • Added to Site: 63 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 10
  • Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Gas, Outside
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer
  • Furnishings: Negotiable
  • Flooring: Carpet, Engineered Hardwood, Porcelain Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Closet

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Lighting, Salt Water
  • Security/Safety: Security System, Security System Owned, Smoke Detector(s)

Exterior

  • Exterior Features: French Doors, Irrigation System, Lighting, Private Mailbox, Rain Gutters, Sidewalk, Storage
  • Deck/Patio: Covered, Front Porch, Patio, Side Porch
  • Porch/Patio/Deck: Covered, Front Porch, Patio, Side Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Curb Parking, Driveway, Garage Door Opener, Oversized

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: LAKE KNOWLES TERRACE
  • Driving Directions: From Temple Drive and Chestnut Avenue, head EAST on Chestnut Avenue. Home is located on your RIGHT, 1630 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: Park, Playground, Sidewalks

Heating & Cooling

  • Cooling Type: Central Air, Mini-Split Unit(s)
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Fire Hydrant, Phone Available, Sewer Connected, Sprinkler Meter, Street Lights, Water Connected

Structural Information

  • Architectural Info: Colonial, Dutch Provincial
  • Architectural Style: Colonial, Dutch Provincial
  • Builder: LunDev Custom Homes
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Double Pane Windows, Drapes, Shades, Tinted Windows
  • Stories/Levels: Three Or More
  • Square Feet: 3,164
  • Sq. Ft. Source: Appraiser
  • Year Built: 2021

Additional Structures

  • Other Structures: Other

Lot Features

  • Lot Size (Acres): 0.15
  • Lot Size (Sq. Ft.): 6,519
  • Lot Size: 6519
  • Lot Dimensions: 130 x 50
  • Frontage: Street Brick
  • Street/Road Desc.: Brick
  • Fencing (Description): Wood

Financial Considerations

  • Tax Amount: $16,766
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LAKE KNOWLES TERRACE K/4 LOT 7 BLK 2
  • Flood Zone Info: X
  • APN: 322130453602070
  • Property ID: 322130453602070
  • Block/Lot/Section: 2
Buyer's Brokerage Compensation: Contact Listing Agent
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— 1630 Chestnut Ave —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 1630 Chestnut Ave

School District:Orange County School District
NameGradesDistance
Lakemont Elementary School
901 North Lakemont Avenue, Winter Park, FL 32792
K-50.5 mi
Maitland Middle School
701 North Thistle Lane, Maitland, FL 32751
6-81.6 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 1630 Chestnut Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/07/2026
Price Reduced
$1,725,000
-1.43%
MLS
11/14/2025
Listed
$1,750,000
43.44%
MLS
6/18/2021
Sold
$1,220,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1630 Chestnut Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$16,766
—
$1,142,759
3%
2024
$16,766
3%
$1,110,553
3%
2023
$16,200
4%
$1,078,207
3%
2022
$15,563
229%
$1,046,803
249%
2021
$4,732
-8%
$300,000
-13%
2019
$5,135
3%
$343,000
—
2018
$4,974
15%
$343,649
24%
2017
$4,323
6%
$276,837
2%
2016
$4,094
7%
$270,841
35%
2015
$3,828
16%
$200,092
10%
2014
$3,291
13%
$181,902
10%
2013
$2,915
—
$165,365
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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1630 Chestnut Avenue, Winter Park, FL 32789 (MLS# O6360357) is a Single Family property with 3 bedrooms, 4 full bathrooms and 1 partial bathroom. 1630 Chestnut Avenue is currently listed for $1,725,000 and was received on November 14, 2025. This property is listed by Brian Teach from our Winter Park Office.Want to learn more about 1630 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.

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