116 WINDMILL WAY, Longwood, FL 32750
SOLD
JUL 14, 2026

116 WINDMILL WAY
Longwood, FL 32750

  • 4 Beds
  • 2 Baths
  • 3,077 sqft (on 0.43 acres)

$610,000

Last Sold: Jul 14, 2026
2% over list $596K
$198/sqft
Est. Refi. Payment $3,966/mo*
Refinance Your Home

$610,000

Last Sold: Jul 14, 2026
2% over list $596K
$198/sqft
Est. Refi. Payment $3,966/mo*
Refinance Your Home
4 Beds
2 Baths
3,077 sqft
(on 0.43 acres)

Local Information

  • Map ViewExplore the area around 116 WINDMILL WAY.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1973
Lot Size
0.43 acres
Living Area
3,077 sqft
Price/Sqft
$198/sqft
Parking
2 Car Garage
HOA
$25/Monthly

About this House

Reduced price! Best value in the area! Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old, AC is 6 months old, and brand new insulation as well! The home features a beatiful pool with spa, and expansive outdoor space, perfect for entertaining, along with a large Florida room that provides additional flexible living space. Inside, you’ll find ceramic tile throughout, a welcoming family room with a stone fireplace, and a layout designed for both comfort and privacy. The primary suite includes dual closets, double vanities, and a walk-in shower. Additional highlights include a 2-car garage with extra storage and a fully fenced backyard with room for a boat or RV. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools.
116 WINDMILL WAY, Longwood, FL 32750 is a 4 bedroom, 2 bathroom, 3,077 sqft single-family home built in 1973. It last sold for $610,000 on Jul 14, 2026 (2% above the $596,000 asking price). It is currently off market. The Trulia Estimate is $609,800, with a rent estimate of $3,495/month.

Home Details for 116 WINDMILL WAY

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dinette, Dining Room, Family Room, Florida Room, Foyer, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 3077 Square Feet
Appliances & Utilities
Utilities: Cable Available, Cable Connected, Public, Sewer Connected, Sprinkler Meter, Street Lights, Water ConnectedAppliances: Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, RefrigeratorDishwasherDisposalLaundry: Electric Dryer Hookup,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Central,Electric,Heat PumpHas CoolingAir Conditioning: Central Air,DuctlessHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Masonry, StoneSpa: In GroundHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Skylight(s), ShuttersFlooring: Ceramic Tile, Luxury Vinyl, VinylCommon Walls: Corner Unit
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Ceramic Tile, Luxury Vinyl, Vinyl
View
Has a ViewView: Pool, Trees/Woods
Security
Security: Closed Circuit Camera(s), Fire Alarm, Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PatioFencing: FencedExterior: Irrigation System, Lighting, Private Mailbox, Rain Gutters, SidewalkFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 26x24No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway
Pool
Pool: Heated, In Ground, LightingPool
Frontage
Responsible for Road Maintenance: Private Maintained RoadRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Days on Market

Cumulative Days on Market: 65

Property Information

Year Built
Year Built: 1973
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Stone, Vinyl Siding, Wood FrameNot a New ConstructionNot Attached PropertyNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 35202950300000410

Price & Status

Price
List Price: $596,000Price Per Sqft: $198/sqft
Status Change & Dates
Off Market Date: Sun Jun 14 2026

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: LONGWOODCommunity: SLEEPY HOLLOW 1ST ADD
School Information
Elementary School: Altamonte ElementaryJr High / Middle School: Rock Lake MiddleHigh School: Lyman High

Building

Building Area
Building Area: 3633 Square Feet

Community

Community Features: Deed Restrictions, Park, PlaygroundNot Senior Community
Other
Playground

HOA

HOA Fee Includes: NoneHOA Name: Contact HOAAssociation for this Listing: Orlando RegionalHas an HOAHOA Fee: $25/Monthly

Lot Information

Lot Area: 0.43 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6396045Back On Market Date: Fri Apr 17 2026Showing Considerations: Pet(s) on PremisesUniversal Property Id: US-12117-N-35202950300000410-R-N

Additional Information

HOA Amenities: Basketball Court,Park,Pickleball Court(s),Playground
Last check for updates: about 9 hours ago
Listed by Sandra Montano, (321) 948-3411
URBAN CITY REALTY LLC, (321) 948-3411
Bought with: Joshua Miller, (407) 399-3538, ZEFF REALTY LLC,, (954) 822-3912
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6396045
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 116 WINDMILL WAY

DatePriceEventSource
07/14/2026$610,000Sold
Stellar MLS #O6396045
07/08/2026$596,000ContingentStellar MLS #O6396045
06/15/2026$596,000PendingStellar MLS #O6396045
05/20/2026$596,000PriceChange
Stellar MLS #O6396045
05/05/2026$613,000PriceChange
Stellar MLS #O6396045
04/17/2026$619,000PendingToActiveStellar MLS #O6396045
04/11/2026$619,000PendingStellar MLS #O6396045
04/03/2026$619,000Listed For SaleStellar MLS #O6396045
02/12/2021$400,000Sold
Stellar MLS #O5918270
02/10/2021$414,900PendingAgent Provided
02/10/2021$414,900PendingToActiveAgent Provided
02/10/2021$414,900PendingStellar MLS #O5918270
12/30/2020$414,900Listed For SaleN/A
09/06/2016$294,000Sold
N/A
02/03/2015$287,500Sold
N/A
11/07/2014$289,999PriceChange
Agent Provided
10/25/2014$299,900PriceChange
Agent Provided
09/23/2014$314,900Listed For SaleAgent Provided

Market trends in Longwood

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$424K
$16.58KMoM
Sale-to-List Price
98.4%
Price per sq ft
$235
$8MoM
Available listings
247
23MoM
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Property Tax and Assessment

Year2025
Tax$5,773
Assessment$420,537
Home facts updated by county records

Comparable Sales for 116 WINDMILL WAY

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 HORSEMAN COVE, Longwood, FL
0.07
Single-Family Home
$605,000
03/09/26
4
2
2,265
3 HORSEMAN COVE, Longwood, FL
0.11
Single-Family Home
$497,500
09/01/25
4
3
2,568
4 HUDSON COVE, Longwood, FL
0.15
Single-Family Home
$585,000
10/17/25
4
2.5
2,263
128 HEATHER HILL, Longwood, FL
0.23
Single-Family Home
$390,000
12/12/25
4
2
2,181
143 TOLLGATE TRAIL, Longwood, FL
0.23
Single-Family Home
$455,000
03/26/26
4
2
2,361
114 STONEY RIDGE COURT, Longwood, FL
0.36
Single-Family Home
$492,999
07/13/26
4
2
2,803
173 TOLLGATE BRANCH, Longwood, FL
0.19
Single-Family Home
$460,000
09/08/25
4
2.5
2,214

Nearby homes

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Assigned Schools

These are the assigned schools for 116 WINDMILL WAY.
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 Longwood

At least 341 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 89 % Say parking is easy

  • 86 % Say car is needed

  • 79 % Say there are sidewalks

  • 77 % Say there's holiday spirit

  • 74 % Say it's quiet

  • 73 % Say yards are well-kept

  • 70 % Say kids play outside

  • 66 % Say streets are well-lit

  • 65 % Say people would walk alone at night

  • 63 % Say there's wildlife

  • 53 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 42 % Say it's walkable to grocery stores

  • 35 % Say it's walkable to restaurants

  • 35 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Gmedina0219
    "The trails, the small town feel of it, and the holidays. It’s a great place to settle down and grow older in. I love the nature and convenience to city."
    0
    Flag
  • Gmedina0219
    "Love it, the scenery and location it’s a great place to raise a family. State park access and A rated schools."
    0
    Flag
  • J4kncxxx8g
    "Diversity and inclusion, and the friendliness of the people in the community and the community is pet friendly "
    0
    Flag
  • Leonard Williams
    "Great neighbourhood and friendly people, grocery stores nearby and restaurants, sun rail and car washes."
    0
    Flag
  • Sonia Stella
    "I work from home so my commute is awesome and short. The trip to local shops and the awesome Altamonte mall is 3-7 minutes and pleasant."
    0
    Flag
  • Tatiana Michelle Sutherland
    "Many available at Reiter park. Also the historic district and also the sun rail being close makes it very friendly to have events"
    0
    Flag
  • Caroline Esquinca
    "I’ve lived in this neighborhood for 10 yrs. Neighborhood is clean. People are friendly, great local restaurants and breweries to go to, law enforcement is always around watching. A lot of events happen in the community which is great for kids. "
    0
    Flag
  • Trulia User
    "The neighborhood has good families living and it is quiet and the homeowners association works great and not expensive. The streets are well-maintained and lightning in the evening and night is excellent. The security system in the safety is excellent."
    0
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  • Mellyrhodes
    "The city hosts many events at Reiter park and also some at Candyland park. The food truck events are fun. Downtown Longwood is quaint and there are some nice local businesses worth checking out! "
    0
    Flag
  • Kbarnett1253
    "That people leave their dogs out all night long . Bad for the animal / & plant rude fur the neighbors that have to listen to them bark all night long every night"
    0
    Flag
  • Keila Ramalho
    "Very quiet and safe place. I have lived here for 4-years. Excellent community. I have great neighbors mixed young and old. "
    1
    Flag
  • James E
    "I moved here because of the safe neighborhoods where y my wife can walk or dogs on the golf course cart path. "
    1
    Flag
  • Trulia User
    "My neighborhood is very safe and friendly. You are dependent on a car to commute to downtown but the commute is easy. "
    3
    Flag
  • Sann72496
    "I’ve lived here most of my life. It’s definitely Neighbourhoodly. It’s nice but not super nice. Quiet and peaceful"
    0
    Flag
  • Trulia User
    "If you rely on public transportation it can be a challenge in some parts of Longwood. On the other hand, there is a sunrail station right next to downtown and several major bus lines in that area. Once you are west of I-4 there is little public transportation access. "
    9
    Flag
  • Hdacus75
    "all dogs and their owners are friendly. dogs are not allowed at the community parh however. i do see pet owners walking their dogs dailyand always on a leash."
    2
    Flag
  • Jenlenjam
    "Our neighborhood has events for Easter, Christmas and Halloween for kids and families. We have community parks, trails, tennis and basketball courts. "
    1
    Flag
  • Iris G.
    "My neighborhood has good public transportation & metro rail. Bus stops are also available because of the hwy 434 and sr 17-92 "
    0
    Flag
  • Cecilia L.
    "Very pet friendly area. we are very good in picking up after our pets, but sometimes you will encounter something. "
    0
    Flag
  • Dekdavis5
    "In the middle of everything I need. Stores, grocery stores, mechanics, car was, fast food. Parks all over this neighborhood. "
    0
    Flag
  • Danielle H.
    "This neighborhood is pretty quiet, family oriented, and pet friendly. Could enjoy walking the dogs around the neighborhood safely."
    4
    Flag
  • Veronica .
    "Longwood is so safe.. no one bothers you, neighbors are very great with you and if you dont know them they make the effort of getting to know you. Very very sAfe place."
    0
    Flag
  • Jasmine G.
    "Lots of families, 3 great parks for kids, skate park, and dog park...close to everything, shopping, schools, food. I love it here"
    0
    Flag
  • Veronica .
    "I have lived here for 5 yrs. its safe, quiet, and peaceful... neighbors are great and friendly.. there is no break-in’s or troublesome neighbors. Love living here! "
    0
    Flag
  • Kristina M.
    "My neighbor is quiet and very safe. It is less than a mile from Wekiva Springs. It is close to shops and grocery stores and not far from hospitals and highways. "
    0
    Flag
  • Mac1642
    "good schools, peaceful, lots of trees and good looking landscaping. low turnover of homes, NO homeowners fees."
    1
    Flag
  • Karl W.
    "Friendly people always walking their dogs & stopping to talk wit each other. Concrete pathways 100s of miles log are well maintained."
    0
    Flag
  • Ayebleave
    "Wonderful family friendly neighborhood ! conveniently located in the middle of anything you could need. "
    1
    Flag
  • S
    "Holiday decorations around the neighborhood make the holidays extra magical. Close proximity to the former Rolling Hills golf course make evening or morning walks enjoyable."
    6
    Flag
  • Randa Ghalayini
    "Very safe & special kids while walking after school, close to major highway & great chopping area. Major hospital & shopping plaza special farmers market."
    3
    Flag
  • Kourtney P.
    "I have lived here for over four years and definitely recommend it. Kids still play outside and neighbors walk their dogs. "
    0
    Flag
  • Nicoluke2
    "Community parties, sales, Halloween, pool parties. Backyard barbecues and campfire pots where we roast s’mores. No through traffic all cul de sacs "
    0
    Flag
  • Terry W.
    "I don’t know, I’m always working so I don’t go out much except to eat, But there is a dog park and there’s a baseball park a few of them and there’s a skateboard park and then you have to get out on the main road 79 two or 434 to get to any restaurants or anything like that. All in all it’s a safe neighborhood with nice people, you wave, they wave back, there have been some car break-ins but the police department got that under control real quick. I’ve lived here 4 years and it’s been a good experience."
    0
    Flag
  • Stephanie L.
    "My apartment complex has family events including food truck nights and family game nights. There is also a farmers market right outside my neighborhood "
    0
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  • Adelinewirtz
    "several aggressive dogs on my street left in front yards. the majority of dogs I've met on walks seem friendly though. "
    0
    Flag
  • Mrspatriciadicks
    "There is an elementary school nearby. Longwood is kid friendly however as always a close eye must be kept on your child at all times."
    0
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Homes for sale near 116 WINDMILL WAY

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Off Market Homes Near 116 WINDMILL WAY

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