1924 Down Hollow Ln, Windermere, FL 34786
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Property image
PENDING
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1.94 ACRES

1924 Down Hollow Ln
Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,962 sqft (on 1.94 acres)

$1,680,000

Est. Mortgage $11,429/mo*
Get Pre-Qualified

$1,680,000

Est. Mortgage $11,429/mo*
Get Pre-Qualified
3 Beds
2.5 Baths
1,962 sqft
(on 1.94 acres)

Local Information

  • Map ViewExplore the area around 1924 Down Hollow Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Under contract-accepting backup offers. Escape the ordinary! This charming Windermere cottage on the Butler Chain, is set on a beautiful and private wooded lot with a rare opportunity for lake and boat frontage on Lake Down! This inviting residence is nestled on nearly two acres in a serene, Florida-style setting, offering the perfect blend of privacy and convenience. Thoughtfully renovated, this 3-bed, 2.5-bath, 2-car garage home embraces a warm, relaxed style with timeless cottage appeal and inviting indoor-outdoor living. A welcoming front porch entry sets the tone for a spacious great room with a cozy fireplace, an eat-in kitchen with natural light, ample cabinets and counter top space, perfect for everyday living and hosting. The first-floor primary suite includes a walk-in closet and a private bath, featuring a dual vanity and a separate shower. The sunroom sitting areas open to an expansive deck with a recessed spa and TV, creating the perfect setting for entertaining or quiet evenings surrounded by nature. A true retreat, with a private walkway and dock leading directly to Lake Down, offering seamless access to the Butler Chain of Lakes and all the recreation the 13 interconnected lakes have to offer. Conveniently located near Downtown Windermere, top-rated schools, shopping, and dining, with easy access to major roadways and airports, delivers the best of both tranquility and accessibility.

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Deck
View
Trees/Woods
HOA
None
Price/Sqft
$856
Listed
39 days ago

Home Details for 1924 Down Hollow Ln

Interior Features

Interior Details
Number of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 2, Dinette, Florida Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1962 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Electricity Connected, Natural Gas Connected, Underground Utilities, Water ConnectedAppliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Touchless Faucet, WasherDishwasherDisposalDryerLaundry: In Garage,Laundry ClosetMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas, Living RoomSpa: Above Ground, HeatedHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window TreatmentsDoor: Sliding DoorsFlooring: Carpet, Luxury Vinyl, Tile
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoAccessibility: Accessible Central Living AreaFloors: Carpet, Luxury Vinyl, Tile
View
Has a ViewView: Trees/Woods
Security
Security: Security Lights, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Deck, Enclosed, Front Porch, OtherVegetation: Mature Landscaping, Oak Trees, Trees/Landscaped, WoodedExterior: Lighting, Private Mailbox, Private Yard, Rain GuttersFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 20x24No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Common,Garage Door Opener,Ground Level,Guest,Open,Workshop in Garage
Frontage
WaterfrontWaterfront: Lake Front, Lake - Chain of Lakes, Riparian Rights, Lake Privileges, Skiing AllowedRoad Frontage: Street Dead-End, Private RoadResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Asphalt, Gravel, OtherOn Waterfront
Water & Sewer
Sewer: Septic TankWater Body: LAKE DOWN
Farm & Range
Frontage Length: Riparian Rights: 1327

Days on Market

Cumulative Days on Market: 4Days on Market: 39

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Bungalow
Building
Construction Materials: Brick, Wood SidingNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 282305000000002

Price & Status

Price
List Price: $1,680,000Price Per Sqft: $856
Status Change & Dates
Off Market Date: Mon Jun 01 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Pending

Media

Location

Direction & Address
City: WINDERMERECommunity: ACREAGE
School Information
Elementary School: Thornebrooke ElemJr High / Middle School: Gotha MiddleHigh School: Olympia High

Agent Information

Listing Agent
Listing ID: O6398100

Building

Building Area
Building Area: 2622 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 1.9405 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Rental Terms, Policies & Fees

Partially Furnished

Miscellaneous

Mls Number: O6398100Showing Considerations: See RemarksShowing Requirements: Appointment Only, See Remarks, ShowingTimeUniversal Property Id: US-12095-N-282305000000002-R-N
Last check for updates: about 3 hours ago
Listing Provided by: Kari Fleck, (407) 925-5283
THE REAL ESTATE COLLECTION LLC, (407) 656-7814
Veronica Cole, (407) 924-7022
THE REAL ESTATE COLLECTION LLC, (407) 656-7814
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6398100
Also Listed on Stellar MLS.
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

Market trends in Windermere

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$672K
$26.67KMoM
Sale-to-List Price
97.5%
0.3%MoM
Price per sq ft
$262
$6MoM
Available listings
291
2MoM

Price History for 1924 Down Hollow Ln

DatePriceEventSource
06/01/2026$1,680,000PendingStellar MLS #O6398100
05/28/2026$1,680,000Listed For SaleStellar MLS #O6398100
04/22/2019$184,700Sold
N/A
01/18/2019$499,900PriceChange
Agent Provided
11/27/2018$529,900PriceChange
Agent Provided
10/30/2018$544,900PriceChange
Agent Provided
10/02/2018$564,900PriceChange
Agent Provided
09/11/2018$579,900PriceChange
Agent Provided
08/17/2018$599,999PriceChange
Agent Provided
08/14/2018$629,900PriceChange
Agent Provided
07/13/2018$649,900PriceChange
Agent Provided
07/03/2018$699,900Listed For SaleAgent Provided
04/11/2018$400,100Sold
N/A
03/06/2018$0Listed For SaleAgent Provided
02/20/2011$1,600ListingRemovedAgent Provided
02/07/2011$1,600Listed For RentAgent Provided
07/26/2007$900,000Sold
N/A

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Property Tax and Assessment

Year2024
Tax$8,129
Assessment$838,161
Home facts updated by county records

Comparable Sales for 1924 Down Hollow Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10442 Birch Tree Ln, Windermere, FL
0.39
Single-Family Home
$1,240,000
02/18/26
4
3
3,505
10506 Down Lakeview Cir, Windermere, FL
0.37
Single-Family Home
$1,150,000
11/13/25
4
3
3,888
1906 Maple Leaf Dr, Windermere, FL
0.55
Single-Family Home
$750,000
09/30/25
4
2.5
2,701
2015 Woody Dr, Windermere, FL
0.72
Single-Family Home
$670,000
11/14/25
3
2
2,042
1803 Glenbay Ct, Windermere, FL
0.46
Single-Family Home
$800,000
02/13/26
4
3
3,040
364 Calliope St, Ocoee, FL
0.53
Single-Family Home
$714,000
12/08/25
4
3
2,495
3352 Beazer Dr, Ocoee, FL
0.43
Single-Family Home
$800,000
04/07/26
5
3
3,076
1625 Down Lake Dr, Windermere, FL
0.41
Single-Family Home
$1,318,000
05/01/26
5
5.5
3,383
3307 Kentshire Blvd, Ocoee, FL
0.54
Single-Family Home
$675,000
07/22/25
4
3
2,827
232 Sagecrest Dr, Ocoee, FL
0.56
Single-Family Home
$770,000
06/10/26
4
3
2,689

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 1924 Down Hollow Ln.
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 Windermere

At least 270 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say car is needed

  • 87 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 80 % Say it's quiet

  • 79 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 75 % Say streets are well-lit

  • 64 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say it's walkable to grocery stores

  • 56 % Say there's wildlife

  • 55 % Say it's walkable to restaurants

  • 54 % Say neighbors are friendly

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Anjalique Creative Concepts
    "We’ve lived in this area for 5 years and absolutely love it! The people in the community are always friendly, welcoming and supportive of one another. All the surrounding neighborhoods are well maintained and there are always organized activities in the community that makes it fun to meet new residents moving in."
    0
    Flag
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
    Flag
  • Valentina
    "Trick or treating is big but it’s more about small groups of neighbors doing things together rather than large activities in the entire neighborhood."
    0
    Flag
  • Juliana Daurio
    "I moved to Windermere in 2004. When my kids were 3 and 4. This feels like home since then. Now that my kids are gone I see no need to move. I have many nice neighbors and enjoy everything that this area has to offer. "
    0
    Flag
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
    Flag
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
    Flag
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
    Flag
  • Datylberman
    "I work at home so I’m not versed in the commute anywhere.many people in Windermere work at hone also.friends who work downtown are happy with their commute."
    0
    Flag
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
    Flag
  • Garrett Hendrickson
    "Some home owners don’t want neighbors dogs to relieve themselves in their yard. This is even if you clean up after your pet. "
    0
    Flag
  • Ngandhi62
    "Great areas to walk dogs and great puppy parks. Very close convenient veterinarians and pet supply stores. There are also many pet owners in area, therefore a nice social community is created."
    5
    Flag
  • Sean H.
    "It is a very pet friendly neighborhood. And has many fenced in dog areas and 90% of people are respectful enough to clean up after their dogs."
    3
    Flag
  • Limegreenlilo
    "Quiet & neighbors look out for one another. We have a FB page for residents to help each other out. I have been a resident ten years and love living here. HOA is good and they keep everything nice."
    0
    Flag
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
    Flag
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
    3
    Flag
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
    1
    Flag
  • Msldancer
    "See lots of dogs in the area, most are very social. But I do not like that some owners do not put their dogs on leashes, they also then get mad when you come by even though you’re dog is leashes as it should be."
    2
    Flag
  • Mckenziejl
    "They would like the many trails and dog parks. Most of the neighborhoods are not gated or man guarded, so you can easily move in and out of them. Each neighborhood is unique and wherher you're going for walk with or without you pet, the time would be enjoyable."
    0
    Flag
  • Jessica
    "30min or less to get to any of the central Florida locations. Some locations can even see fireworks. Traffic can be a little heavy during the am/pm rush but nothing super crazy."
    2
    Flag
  • Stephanie F.
    "Easy to get to Disney. I work on Disney property. High traffic during rush hour times. Very quick during non peak rush hour times. "
    1
    Flag
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
    0
    Flag
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
    Flag
  • David M.
    "I’ve lived in Windermere for 3+ years and absolutely love it! Great schools, homes and atmosphere! Wouldnt live in any other neighborhood! "
    0
    Flag
  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
    2
    Flag
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
    1
    Flag
  • Dasom.jang
    "It’s a nice and safe area to live in. There isn’t much going on, but there are food truck nights once a month, and farmer’s market on every Saturday in Winter Garden. "
    0
    Flag
  • John F.
    "I have lived in Windermere for 20 years. Very safe and good clean people. The cops are very responsive and people are rich and have class "
    0
    Flag
  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
    0
    Flag
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
    Flag
  • Evelyn T.
    "It’s a small oasis away from the hustle and bustle of such a vacation heavy town. I love getting to feel like I’m actually away from work and in a calm space but still be a 20 minute commute."
    1
    Flag
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
    0
    Flag
  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
    1
    Flag
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
    0
    Flag
  • Loypippin
    "It’s a safe area but growing too quickly. Too many new houses and schools getting crowded. The schools are great, but need to be built faster to keep up. "
    1
    Flag
  • Beverly B.
    "It is very safe well lighted small community with many families with and without children. Everyone is friendly and keep their properties in great shape"
    0
    Flag
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
    1
    Flag
  • Princess J.
    "Great place to live, and I feel safe in this area. I moved to this area when I moved to Florida and it was the best decision. "
    1
    Flag
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
    0
    Flag

LGBTQ Local Legal Protections

Kari Fleck, THE REAL ESTATE COLLECTION LLC, (407) 656-7814
Agent Phone: (407) 925-5283
1924 Down Hollow Ln, Windermere, FL 34786 is a 3 bedroom, 3 bathroom, 1,962 sqft single-family home built in 1999. This property is currently available for sale and was listed by Stellar MLS on May 28, 2026. The MLS # for this home is MLS# O6398100.