1880 Windsor Dr, Winter Park, FL 32789
OFF MARKET

1880 Windsor Dr
Winter Park, FL 32789

  • 5 Beds
  • 4 Baths
  • 3,074 sqft

$1,326,000

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $9,141/mo*
Refinance Your Home

$1,326,000

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $9,141/mo*
Refinance Your Home
5 Beds
4 Baths
3,074 sqft

Local Information

  • Map ViewExplore the area around 1880 Windsor Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2017
Living Area
3,074 sqft
Price/Sqft
$431
Parking
2 Car Garage
HOA
None

About this House

Price Improvement! Presenting a distinguished European Modern residence, the "Ponte Vedra" home epitomizes refined living with its meticulous upkeep and sophisticated design. Boasting 5 bedrooms, 4 baths, and encompassing 3,067 square feet of impeccably maintained open living space. Upon entry, a grand foyer sets the tone, leading seamlessly into the combined living room and dining room, characterized by clean lines and an abundance of natural light. To the left, the gourmet kitchen beckons with its array of upscale features, including Stainless Steel appliances, Stone tile backsplash, and Quartz Counters adorning a spacious breakfast island. A Butler's pantry and Walk-in pantry provide ample storage, ensuring both functionality and style. The gathering room beckons with triple sliders opening onto a captivating covered patio, complete with a roll-away screen and a stunning Tongue and Groove ceiling. Outside, an impressive 47' long market light, paver walkway, and Custom Water Fountain feature create an enchanting outdoor oasis, ideal for entertainment and relaxation. The first floor hosts a generously sized bedroom and full bathroom, catering to guests or multi-generational living needs. Upstairs, a versatile bonus loft space awaits, while the Owner's suite offers luxurious touches such as elegant tray ceilings, recessed lighting, and crown molding. The en-suite bathroom features walk-in closets, split vanities, and an oversized Floor to Ceiling tiled frameless shower with both a rain head and hand-held, accompanied by an iconic floating tub. Additional accommodations include three bedrooms, two full bathrooms, and a well-appointed laundry room with a sink and ample storage. This residence has been meticulously maintained, freshly painted inside and out, and boasts the added convenience of plantation shutters and custom drapery, ensuring a move-in ready experience. Ideally situated near Lakemont Elementary, Publix, Advent Health, and mere minutes from Park Avenue.
1880 Windsor Dr, Winter Park, FL 32789 is a 5 bedroom, 4 bathroom, 3,074 sqft single-family home built in 2017. It last sold for $1,199,000 on Sep 20, 2024 (4% below the $1,250,000 asking price). It is currently off market. The Trulia Estimate is $1,326,000, with a rent estimate of $5,762/month.

Home Details for 1880 Windsor Dr

Interior Features

Interior Details
Number of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Kitchen, Laundry, Living Room, Loft
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3074 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Water AvailableAppliances: Dishwasher, Microwave, Range, RefrigeratorDishwasherLaundry: Inside,Laundry Room,Upper LevelMicrowaveRefrigerator
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Shutters, Window TreatmentsDoor: Sliding DoorsFlooring: Carpet, Laminate, Tile
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Laminate, Tile
View
Has a ViewView: City, Garden
Security
Security: Closed Circuit Camera(s), Security Lights, Security System, Security System Owned, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Covered, Deck, Front Porch, Rear Porch, ScreenedFencing: Fenced, Other, VinylVegetation: Bamboo, Mature Landscaping, Trees/LandscapedExterior: Irrigation System, Lighting, Rain Gutters, SidewalkFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 21x21No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Circular Driveway,Driveway,Garage Door Opener,Oversized
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 59

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Mediterranean
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 052230586801010

Price & Status

Price
List Price: $1,250,000
Status Change & Dates
Off Market Date: Fri Jun 07 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER PARKCommunity: V H MUSSELWHITES SUB
School Information
Elementary School: Lakemont ElemJr High / Middle School: Maitland MiddleHigh School: Winter Park High

Building

Building Details
Builder Name: Emerald Homes
Building Area
Building Area: 3898 Square Feet

Community

Community Features: Water AccessNot Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 10273 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6194226Showing Considerations: See RemarksShowing Requirements: Appointment Only, Call Listing Agent, OtherUniversal Property Id: US-12095-N-052230586801010-R-N

Additional Information

Water Access
Last check for updates: about 4 hours ago
Listed by Leighton Hope, (407) 619-7897
CHARLES RUTENBERG REALTY ORLANDO, (407) 622-2122
Laura Hope, (321) 388-6649
CHARLES RUTENBERG REALTY ORLANDO, (407) 622-2122
Bought with: David Warzycha, (863) 860-3365, COLDWELL BANKER RESIDENTIAL RE, (407) 647-1211
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6194226
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 1880 Windsor Dr

DatePriceEventSource
09/20/2024$1,199,000Sold
Stellar MLS #O6194226
06/07/2024$1,250,000PendingStellar MLS #O6194226
05/23/2024$1,250,000PriceChange
Stellar MLS #O6194226
05/15/2024$1,350,000PriceChange
Stellar MLS #O6194226
05/02/2024$1,360,000PriceChange
Stellar MLS #O6194226
04/23/2024$1,399,999PriceChange
Stellar MLS #O6194226
04/17/2024$1,445,000PriceChange
Stellar MLS #O6194226
04/09/2024$1,495,000Listed For SaleStellar MLS #O6194226
02/25/2022$1,040,000Sold
N/A
01/31/2022$1,125,000PendingStellar MLS #O5981375
12/20/2021$1,125,000PriceChange
Stellar MLS #O5981375
11/29/2021$1,175,000PendingToActiveStellar MLS #O5981375
11/21/2021$1,175,000PendingStellar MLS #O5981375
10/27/2021$1,175,000Listed For SaleStellar MLS #O5981375
10/05/2017$719,000Sold
N/A
09/02/2017$778,990PriceChange
Agent Provided
07/30/2017$799,990PriceChange
Agent Provided
07/28/2017$829,000PriceChange
Agent Provided
06/29/2017$871,140PriceChange
Agent Provided
06/15/2017$867,000PriceChange
Agent Provided
03/31/2017$875,000Listed For SaleAgent Provided
08/24/2016$265,000Sold
Stellar MLS #O5439394

Market trends in Winter Park

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$452K
$7.33KMoM
Sale-to-List Price
97.7%
0.2%MoM
Price per sq ft
$288
$1MoM
Available listings
380
7MoM
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Property Tax and Assessment

Year2024
Tax$17,454
Assessment$1,155,714
Home facts updated by county records

Comparable Sales for 1880 Windsor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1861 Taylor Ave, Winter Park, FL
0.03
Single-Family Home
$1,650,000
03/31/26
5
6
3,116
1807 Yorkshire Dr, Winter Park, FL
0.14
Single-Family Home
$1,375,000
07/23/26
4
4.5
3,565
1871 Taylor Ave, Winter Park, FL
0.03
Single-Family Home
$1,500,000
03/16/26
4
4.5
3,401
1661 Woodland Ave, Winter Park, FL
0.27
Single-Family Home
$1,300,000
05/15/26
3
3.5
3,215
1673 Mayfield Ave, Winter Park, FL
0.39
Single-Family Home
$1,115,000
02/25/26
4
4
2,540
1420 Palmer Ave, Winter Park, FL
0.48
Single-Family Home
$1,300,000
11/06/25
4
3.5
2,953
1560 Woodland Ave, Winter Park, FL
0.34
Single-Family Home
$1,675,000
05/08/26
5
4.5
3,851
1701 Palmer Ave, Winter Park, FL
0.34
Single-Family Home
$1,100,000
12/30/25
4
3
2,841
1571 Lasbury Ave, Winter Park, FL
0.28
Single-Family Home
$1,700,000
02/26/26
4
3
2,749
1361 Palmer Ave, Winter Park, FL
0.51
Single-Family Home
$1,825,000
10/16/25
5
3.5
3,558

Nearby homes

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Assigned Schools

These are the assigned schools for 1880 Windsor Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winter Park

At least 595 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 84 % Say there are sidewalks

  • 84 % Say car is needed

  • 79 % Say parking is easy

  • 74 % Say there's holiday spirit

  • 70 % Say yards are well-kept

  • 68 % Say it's quiet

  • 67 % Say streets are well-lit

  • 65 % Say people would walk alone at night

  • 62 % Say it's walkable to restaurants

  • 62 % Say kids play outside

  • 57 % Say it's walkable to grocery stores

  • 52 % Say they plan to stay for at least 5 years

  • 51 % Say neighbors are friendly

  • 39 % Say there's wildlife

  • 29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "We are retired, so we do not need public transportation. I see many buses around the area, and there is a light rail train."
    0
    Flag
  • Giannina Munoz
    "All of them they are so family friendly especially around Halloween they have a haunted trail so cute "
    0
    Flag
  • Jasmine Miller
    "I see dogs everywhere. People often do meet and greets between dogs. There are always bowls of water as well as jars of dog treats often seen. "
    0
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  • Ed Agudelo
    "It is a nice neighborhood with lots to do locally and easy to walk to parks, restaurants and shops. "
    0
    Flag
  • Trulia User
    "Some people are great some aren’t great but close to shops and grocery stores sports cooking cleaning"
    0
    Flag
  • Heidiromy
    "The mature landscape, is safe and family friendly, pet friendly, quiet, beautiful, community oriented. "
    0
    Flag
  • Timothyjohnson
    "Winter park art festivals and Farmers Market are always a good time. There lots of great restaurants. "
    0
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  • andrea brewer
    "It’s a quiet and beautiful area that’s perfect for families and single professionals alike. Lots of great small businesses that thrive regardless of the time of year."
    0
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  • Paul Swain
    "Holidays are dull here. People keep to themselves. Everything is close by. Things are in good condition. Driving down town is a little hectic but worth it "
    0
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  • Gabrielcoello094
    "It’s a great place to live and raise your kids, I love it here, lot of things to do, good public schools around and safe."
    2
    Flag
  • Timothyjohnson
    "We used to have an annual parade for Goldenrod, but has not occurred in many years. There is a lack a “center” specifically for Goldenrod. "
    0
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  • Trulia User
    "I would say the only community events in this area are hosted by the elementary schools and those are okay but not enough "
    0
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  • Trulia User
    "It’s always traffic on Semoran. This area is just BUSY!! Early morning, all times of the day and late nights. "
    2
    Flag
  • Trulia User
    "You would need a car to get to most things, but there are a lot of little restaurants nearby if you like. "
    0
    Flag
  • Trulia User
    "everything is close buy like supermarkets post office and fat food places. it's a safe neighborhood. I have had no incidents since I moved here. it has that family feel to it as the people are friendly and look out for each other"
    3
    Flag
  • David S.
    "Very pet friendly. Lots of fellow dog owners in the area. Just make sure to clean up after your fur buddy"
    0
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  • Monique J.
    "Close to everything, 15 minutes to everything from downtown to schools. This neighborhood has a lot of good and is close to food and shopping. The neighborhood is kept clean with very little trash."
    8
    Flag
  • A R. S.
    "Rollins College and UCF colleges with events like sports close by. AmWay center and Campers World Stadium only 6 miles away for NBA , Football (Citrus Bowl) and Major music concerts. Park Ave beautiful shops, beautiful landscapes and beautiful people - - young and some what older."
    4
    Flag
  • Holly A. C.
    "No public transportation thats convenient.i drive a car and plenty Of parking lots and street parking "
    5
    Flag
  • Ross H.
    "I love winter Park have lived here for about 7 years and hope to live here longer. the people are nice and the area is clean "
    0
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  • Winterparkhomes
    "I have lived in Winter Park since 1988 and I Love it! It’s close proximity to groceries, hospital, restaurants and shopping is awesome !"
    2
    Flag
  • Messagedrop
    "Great place to live if you like to walk or ride bicycles. Close to shopping, entertainment, restaurants, college sports venues."
    0
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  • Francois B.
    "Most dog owners don’t pick up after them selfs and even when the park provides bags to clean the dogs needs"
    0
    Flag
  • Donna G.
    "Very trendy area! Family oriented! Grocery stores and great schools! A nice beautiful landscaped place to work and raise your family!"
    0
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  • Daylen C.
    "It’s historic and it’s established. Lots of charm and mature trees. You rarely see trash and the roads are lost. It’s very easy to grab a great bite to eat everywhere. My favorite place is the mead botanical gardens. A little escape in the middle of the city. "
    0
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  • Luna M.
    "It’s a safe and friendly neighborhood. Not really any crime, lots of people outside walking their dogs and parents feel safe enough to let their kids ride around on their bikes to the store or the parks or what have you. Great place to live all around. Highly recommend."
    6
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  • David C.
    "I just moved here last week and it seems like a nice area. There is a lot of traffic and it’s been warmer then up north."
    3
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  • George P.
    "right off a preserve and Lake Howell so lots of wildlife like turkeys, bald Eagles, hawks, herons, egrets, ibis and sandhill cranes always around. close to shopping restaurants and the gym"
    0
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  • Daniel V.
    "It’s a great and safe area, you’re in walking distances from lakes, parks, etc. you have a great shopping center and restaurants. "
    0
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  • Ross H.
    "area is amazing close to everything I've live around winter Park for about 7 years and can't find anything really wrong with it"
    0
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  • Heidi W.
    "Winter Park is a safe and happy place to raise a family. I have lived here since Kindergarten and I’m 33 now, raising my own family. "
    3
    Flag
  • Luna M.
    "I love it here. Can't go wrong living here. It's friendly, safe, quiet. I can't say enough good things about this neighborhood."
    2
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  • Nicole B.
    "Beautiful and very safe best place to raise a family. Lots of people go outdoors and exercise. Good for walking dogs and going to parks"
    2
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  • Elizabeth C.
    "Many restaurants are pet friendly. Park Ave is a great place to spend time at. Many public events are held there. On Saturday’s there’s the farmers market. "
    1
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  • Sarah S.
    "We have Cady way trail which is great for dogs and plenty of sidewalks and dog waste bag reciprocals. "
    1
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  • Blanca V.
    "I love this area. we moved here years ago. My children grew up here, went schools here and now they're in college. I wouldn't have it any other. Winter park has been good to us."
    3
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  • Joenaijah.sam
    "My neighbor has various restaurants to eat at all really good food. I truly enjoy cuban cafes and Japanese dishes. "
    0
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  • Jonvaden
    "I see people walking their dogs all the time on the sidewalks under streetlights so I think they are happy. I myself am not a pet owner."
    0
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  • Thompson C.
    "Perfect area to live. Close proximity to everything. Golfing, jogging, walks and casual stroll around the neighborhood is encouraged. Close access to major highways like I-4, 408 414. Plenty of restaurants to choose from Mexican, Thai, Indian, Italian etc. "
    1
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  • Blanca V.
    "There are many families living in this neighborhood and we have great parks and schools in the are. I love this place I've been living here for 7 years with my family and been happy to be in that one of the most beautiful cities in Florida. . Our schools are a plus schools in RL parks are amazingly beautiful the lakes are nice to be and spend an evening with your family or your couple "
    0
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Homes for sale near 1880 Windsor Dr

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Off Market Homes Near 1880 Windsor Dr

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