by Global Lifestyle Properties

See Home Value
$2,750,000
● House - Off Market

151 OAKWOOD WAY

WINTER PARK, FL 32789
bedrooms
4 Beds
bathrooms
4 Baths, 1 Half Bath
square feet
4,129 Ft²
$16,846
Est. Monthly

About This Property

Repositioned at $2,850,000, 151 Oakwood Way is one of the strongest newer luxury opportunities under $3M in Winter Park.

Built by LunDev Custom Homes in 2023, this 4,129-square-foot residence sits on a quiet brick street in Charmont and offers a private pool, spa, covered lanai, summer kitchen, automatic screens, and a rare under-$700/sf position for newer luxury construction in 32789.

Inside, the home features wide-plank wood flooring, high ceilings, quartz surfaces, Thermador appliances, custom built-ins, a wet bar, walk-in closets, and an open kitchen, dining, and living layout filled with natural light. The main living areas connect directly to the outdoor entertaining space, creating the indoor-outdoor flow buyers want in Winter Park.

The floor plan includes 4 bedrooms, 4.5 baths, a main-level primary suite, generous secondary spaces, and a large flex room that can function as an office, family room, media room, game room, or future guest suite, with plumbing already in place.

Set on a landscaped 0.26-acre lot with no HOA shown publicly, 151 Oakwood offers a compelling combination in 32789: newer LunDev construction, private pool, outdoor kitchen, brick-street setting, and a sub-$3M position close to Winter Park, Baldwin Park, Audubon Park, and Park Avenue.
Unit Size
4,129 Ft²
Days on Market
133 days
Land Size
0.26 acres
Price per sqft
$690
Property Type
House
Property Taxes
$2,852
HOA Dues
-
Year Built
1949

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Last updated: 5 months ago (Stellar MLS #O6380037)

Price History

Date / Event Date Event Price
Jun 18, 2026 Sold
Sold
May 30, 2026 In contract -
In contract
May 27, 2026 Price Decreased $2,850,000
↓ $100K (3.4%)
Price Decreased
Apr 2, 2026 Price Decreased $2,950,000
↓ $105K (3.4%)
Price Decreased
Mar 9, 2026 Price Decreased $3,055,000
↓ $125K (3.9%)
Price Decreased
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Property Highlights

Garage
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1949
  • Effective Year Built: 1970
  • Building Count: 1
  • Bedroom Count: 3
  • Full Bathrooms: 2
  • Building Condition: 0
  • Building Quality: 13
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 6
  • Interior Walls Type: 6
  • Roof Shape Type: 7
  • Roof Cover Type: 3
  • Floor Count: 100
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 8
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 11,409
  • Total Building Area: 2,147
  • Gross Building Area: 2,147
  • Building Area: 1,726
  • Building Area Measurement: L

    Heating and Cooling

  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 1,726
  • Heating Fuel Type: 2

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: V
  • Subdivision: CHARMONT
  • Land Acres: 0000000262
  • Standard Land Use Code: 8001
  • County Land Use Code: 0001
  • State Land Use Code: 001
  • Legal Description 1: CHARMONT L/93 LOT 16 BLK B SEE 2327/741

Neighborhood

  • School District Name: Orange County School District
  • Census Tract: 012800

Zoning

  • Zoning: R-1AA

Geography

  • Assessors Map Reference: 204
  • Subdivision Tract Number: 1252
  • Parcel: 07-22-30-1252-02-160
  • Block: B
  • Lot: 16
  • Meridian: SEC 07 TWN 22S RNG 30E
  • Municipality: WINTER PARK
  • Latitude: 28.577
  • Longitude: -81.3475

    Address

  • Full Address: 151 Oakwood Way
  • Address - House Number: 151
  • Address - Street Name: Oakwood
  • Address - Suffix Type: Way
  • State: FL
  • City Name: Winter Park
  • Carrier Code: C010
  • 4-Digit Zip Code: 6040
  • Zip Code: 32789

Valuation

    Tax

  • Total Area: 1,750
  • Tax Year: 2023
  • Tax Amount: $725,450
  • Initial Tax Delinquent Year: 2021
  • Tax Rate Code Area: 06-WP

    Market Valuation

  • Market Total Value: $450,000
  • Market Land Value: $450,000

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $450,000
  • Assessed Land Value: $450,000

    Sales

  • Current Sale Contract Date: Jan 20, 2023
  • Current Sale Recording Date: Jan 23, 2023
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 38401
  • Previous Sale Recording Date: May 11, 2021
  • Previous Sale Contract Date: May 10, 2021
  • Previous Sale Amount: $650,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Winter Park


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2721 E Marks Street, FL, 32803 Listing by Alexis Jacobsen


Frequently Asked Questions

When was property at 151 Oakwood Way built and last sold?
The property at 151 Oakwood Way was built in 1949 and last sold on Jan 20, 2023 for $2,472,400.
How much is this home worth?
The estimated value of the home located at 151 Oakwood Way is $2,830,220.
What are some comparable homes to 151 Oakwood Way?
There are currently no comparable homes to 151 Oakwood Way.