
1821 Windsor Dr Winter Park, FL 32789
Highlights
- Custom Home
- Open Floorplan
- High Ceiling
- Winter Park High Rated A+
- Outdoor Kitchen
- Stone Countertops
About This Home
As of July 2025WELCOME to 1821 WINDSOR DR in WINTER PARK, FLORIDA! This is a ONCE IN A LIFETIME OPPORTUNITY to own this BEAUTIFUL CUSTOM-BUILT MASTERPIECE of a HOME in ONE OF THE MOST DESIRED LOCATIONS in TOWN! When you buy this Home, you aren’t just purchasing a NEWLY BUILT CUSTOM HOME FULL OF LUXURIOUS UPGRADES and ARCHITECTURAL FEATURES; you are also buying into the LIFESTYLE that others DREAM OF LIVING in the LAKEMONT AREA of WINTER PARK! The A RATED LAKEMONT ELEMENTARY SCHOOL is just beyond your backyard! Phelps Park is also only 1⁄4 mile away! The INFAMOUS PARK AVE is LESS THAN A MILE AND A HALF AWAY. There are over 175 LOCAL SHOPPES and RESTAURANTS in the immediate area of PARK AVE, mixed in with NUMEROUS PARKS AND GREEN SPACE! The RENOWNED ROLLINS COLLEGE is also LESS THAN A MILE AND A HALF AWAY! You will LIVE, WORK and PLAY in the MIDDLE of THE PLACE TO BE in TOWN! YOU CANNOT PICK A BETTER LOCATION to LIVE IN if you are wanting the WINTER PARK LIFESTYLE! The Home itself was Built in 2017! The CURRENT OWNERS are the ORIGINAL OWNERS and have IMMACULATELY MAINTAINED THIS HOME! This Home has a STATE-OF-THE-ART PHOTOVOLTAIC SOLAR SYSTEM that is PAID OFF and WILL CONVEY WITH THE HOUSE so the NEW OWNER WILL HAVE MINIMAL POWER COSTS and TOP OF THE LINE SOLAR ENERGY! Structural Upgrades that are above and beyond are: Architectural Features such as the Roof Shape and the Design of the Exterior Walls that are meant to withstand the strongest of hurricane winds. The home is also built up on one extra layer of Cinderblock to avoid any flooding risk! You will notice as soon as you pull up to the house, there is a BEAUTIFUL CURB APPEAL that is emphasized by the mature, but low maintenance landscaping. Walking into the house, your attention is immediately drawn to the BEAUTIFUL WOOD LOOK PORCELAIN TILE that is THROUGHOUT THE ENTIRE MAIN LIVING AREA and BEDROOMS! The house opens up into a very large and modern floor plan! The Main Living Area is a very large area that includes the Living/Family Room, an Oversized Gourmet Kitchen and a nice sized dining room! This entire space is punctuated by lots of perfectly placed windows for tons of natural light, warmth and comfort! The Kitchen has High-End Quartzite Countertops, an oversized island and Custom Walnut Soft-Close Cabinets! Stainless Steel Appliances, recess lighting and under cabinet lights top off what is already a DREAM KITCHEN! The PRIMARY SUITE is OVERSIZED with large windows and lots of space! The Primary Bathroom is the size of a Primary Bathroom you would expect in a home of twice its size! There is a HUGE OVERSIZED CUSTOM SHOWER with MULTIPLE SHOWER HEADS include a RAIN SHOWER HEAD and enough space for you and your significant other to comfortably shower at the same time! There is also an elegant garden tub if you prefer to bathe in relaxation! Lots of floor space, lots of counter space and well-designed dual vanities make the primary bathroom feel like its own little slice of heaven! There is also a very large, custom closet that has built-in “his & her” shelving. All secondary bedrooms are also a very healthy size!! Out back, you can enjoy the birds, plants and the nice Florida weather on your covered lanai that is over 250 square feet and has an OUTDOOR KITCHEN with a built-in refrigerator, and a built-in grill! Many species of plants in the natural backyard attract all sorts of birds to your home as well! Don't Miss This Opportunity! It's a One-of-a-Kind Home! Book your appointment today!
Last Agent to Sell the Property
CREEGAN GROUP Brokerage Phone: 407-622-1111 License #3168853 Listed on: 05/13/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,529
Year Built
- Built in 2017
Lot Details
- 10,449 Sq Ft Lot
- Lot Dimensions are 75x140x75x140
- South Facing Home
- Mature Landscaping
- Level Lot
- Landscaped with Trees
- Property is zoned R-1A
Parking
- 2 Car Attached Garage
- Garage Door Opener
- Driveway
Home Design
- Custom Home
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 2,188 Sq Ft Home
- 1-Story Property
- Open Floorplan
- High Ceiling
- Ceiling Fan
- Blinds
- French Doors
- Family Room Off Kitchen
- Combination Dining and Living Room
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Walk-In Pantry
- Range
- Microwave
- Dishwasher
- Stone Countertops
Flooring
- Brick
- Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- En-Suite Bathroom
- Walk-In Closet
- Bathtub With Separate Shower Stall
- Rain Shower Head
- Garden Bath
- Multiple Shower Heads
Laundry
- Laundry Room
- Dryer
- Washer
Home Security
- Security Lights
- Closed Circuit Camera
- Fire and Smoke Detector
Outdoor Features
- Covered Patio or Porch
- Outdoor Kitchen
Schools
- Lakemont Elementary School
- Maitland Middle School
- Winter Park High School
Utilities
- Central Heating and Cooling System
- Vented Exhaust Fan
- Thermostat
- Underground Utilities
- Electric Water Heater
- High Speed Internet
- Phone Available
- Cable TV Available
Community Details
- No Home Owners Association
- Built by Cogdill Builders of Florida
- V H Musselwhites Sub Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 5 / B
- Assessor Parcel Number 05-22-30-5868-02-050
Ownership History
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Purchase Details
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Similar Homes in Winter Park, FL
Home Values in the Area
Average Home Value in this Area
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $995,000 | None Listed On Document | |
Warranty Deed | $1,703,571 | Aloma Title Company | |
Warranty Deed | $215,000 | Attorney | |
Trustee Deed | $121,000 | None Available | |
Warranty Deed | $240,000 | -- | |
Quit Claim Deed | -- | -- | |
Warranty Deed | $93,400 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $696,500 | New Conventional | |
Previous Owner | $50,000 | Credit Line Revolving | |
Previous Owner | $322,000 | Construction | |
Previous Owner | $185,000 | Credit Line Revolving | |
Previous Owner | $100,000 | Unknown | |
Previous Owner | $93,987 | FHA |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
07/22/2025 07/22/25 | Sold | $995,000 | 0.0% | $455 / Sq Ft |
06/07/2025 06/07/25 | Pending | -- | -- | -- |
06/03/2025 06/03/25 | Price Changed | $995,000 | -9.5% | $455 / Sq Ft |
05/13/2025 05/13/25 | For Sale | $1,100,000 | -- | $503 / Sq Ft |
Tax History Compared to Growth
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $8,529 | $591,967 | -- | -- |
2024 | $8,216 | $591,967 | -- | -- |
2023 | $8,216 | $558,528 | $0 | $0 |
2022 | $7,768 | $542,260 | $0 | $0 |
2021 | $7,683 | $526,466 | $0 | $0 |
2020 | $7,390 | $519,197 | $0 | $0 |
2019 | $7,643 | $507,524 | $258,000 | $249,524 |
2018 | $7,646 | $500,790 | $258,000 | $242,790 |
2017 | $5,503 | $327,921 | $258,000 | $69,921 |
2016 | $5,486 | $326,596 | $258,000 | $68,596 |
2015 | $4,421 | $289,777 | $227,000 | $62,777 |
2014 | $3,847 | $234,217 | $184,000 | $50,217 |
Agents Affiliated with this Home
-
Seller's Agent in 2025
Chris Creegan
CREEGAN GROUP
(407) 509-2159
28 in this area
1,645 Total Sales
-
Seller Co-Listing Agent in 2025
Daniel Prior
CREEGAN GROUP
(407) 406-2145
2 in this area
151 Total Sales
-
Buyer's Agent in 2025
Saso Venovski
CHARLES RUTENBERG REALTY ORLANDO
(407) 808-0392
1 in this area
6 Total Sales
Map
Source: Stellar MLS
MLS Number: O6307208

APN: 05-2230-5868-02-050
- 1771 Taylor Ave
- 1871 Taylor Ave
- 785 N Phelps Ave
- 1921 Taylor Ave
- 1840 Bryan Ave
- 1780 Bryan Ave
- 1760 Bryan Ave
- 1741 Palmer Ave
- 1660 Palmer Ave
- 1560 Woodland Ave
- 1701 Palmer Ave
- 524 Byron Rd
- 1640 Mayfield Ave
- 1809 Pineview Cir
- 0 Aloma Ave
- 1781 Pine Ave
- 1361 Palmer Ave
- 1660 Walnut Ave
- 1421 Sunset Dr
- 1399 Aloma Ave