151 Oakwood Way, FL
Stellar MLS

$2,850,000

151 Oakwood Way

Winter Park, FL 32789

Pending
4
Beds
5
Baths
4,129
Sq Ft
0.26
Acres
2023
Built
Private poolFireplace$690/sqft
Single Family Residence

Property type

2023

Year built

11,408 sqft

Lot size

$690

Price / sq ft

No HOA

HOA dues

113

Days on market

2

Garage spaces

X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$14,411
Property taxes$2,852
Home insurance (est.)$1,306

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history113 days on market

  1. Status: Pending
    May 29, 2026
  2. Listed$3,180,000
    Feb 5, 2026
  3. Price reduced$2,850,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Pending
Days on market
113
Subdivision
Charmont
County
Orange
Year built
2023
Living area
4,129 sq ft
Price/sq ft
$690
Building area
5,476 sq ft (Builder)
Lot size
11,408 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X
Garage
2 spaces
Pool
Private pool
Annual taxes
$34,218 (2025)
Parcel #
07-22-30-1252-02-160
Zoning
R-1AA
MLS #
O6380037

Interior Details

Bedrooms
4
Full bathrooms
4
Half bathrooms
1
Flooring
Hardwood, Wood
Appliances
Bar Fridge, Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Interior features
Built-in Features, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Other, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s), Wet Bar
Laundry
Laundry Room
Stories / Levels
Two
Direction faces
South
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Homestead exemption
Yes
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
No

Exterior & Construction

Exterior features
Outdoor Grill
Construction materials
Block, Concrete, Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Brick

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Available, Electricity Connected, Natural Gas Connected, Public, Water Connected

Schools

MiddleAudubon Park K-8GreatSchools ↗
High SchoolAWinter Park HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
KitchenFirst19x17.5
Great RoomFirst34.33x19
Primary BedroomFirst15x17
OfficeFirst13x18
Utility RoomFirst13x7.7
LoftSecond16.33x17
Bedroom 2Second13x14.8
Bedroom 3Second13x14.8
Bedroom 4Second14x13
Game RoomFirst16x12

Listing Details

Listing date
2026-02-05
On market date
2026-02-05
Original list price
$3,180,000
Occupant type
Vacant
MLS area
32789 - Winter Park
Listing AOR
Orlando Regional
Status changed
2026-05-29
Tax legal description
CHARMONT L/93 LOT 16 BLK B SEE 2327/741

Flood risk

Minimal riskFEMA Zone X

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From N Orlando Ave/17-92, turn onto Minnesota Ave, right on S Pennsylvania Ave, continue onto W Lake Sue Ave, right on Winter Park Rd, then right onto Oakwood Way. Home will be on the right. From Aloma Ave (SR 426), head south on S Lakemont Ave. Turn onto Oakwood Way. Home will be on Oakwood Way.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 29, 2026 at 6:42 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA