446 Long And Winding Rd

Howey-in-the-Hills, FL 34737

$195,000
Price
171,639 / 3.94
Lot Size / Acres
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a view of yard with green space
a view of a lake with a city
a view of a dry yard with wooden fence
an aerial view of mountains with green space
a view of a interior of the house
a front view of a house with garden
an aerial view of beach and city
a view of an ocean beach
a view of a lake with beach
a view of a yard with a pathway
a view of a city with ocean view
a view of an ocean and beach
an aerial view of ocean and residential houses with outdoor space
a view of city and ocean
a view of city and ocean
a view of a city with ocean view
a view of city and ocean
a view of an ocean and beach
a view of an ocean and beach
a view of an ocean and beach
view of a lake with beach and green space
a view of a lake view
an aerial view of residential houses with outdoor space
a view of a yard with a pathway
a view of city and ocean
a view of outdoor space with deck and yard
a view of dirt field
a view of a lake with a mountain in the background
a view of a lake with an ocean

Description

Set within a private, gated enclave of custom residences and scenic wetlands, 446 Long and Winding Road presents a rare opportunity to design and build a legacy estate on 3.94 acres of beautifully positioned land in one of the area’s most refined settings. From the moment you enter the community, the atmosphere shifts—architecturally distinctive homes and protected natural surroundings create a sense of space and permanence that is increasingly rare. Generously proportioned and thoughtfully situated,...Set within a private, gated enclave of custom residences and scenic wetlands, 446 Long and Winding Road presents a rare opportunity to design and build a legacy estate on 3.94 acres of beautifully positioned land in one of the area’s most refined settings. From the moment you enter the community, the atmosphere shifts—architecturally distinctive homes and protected natural surroundings create a sense of space and permanence that is increasingly rare. Generously proportioned and thoughtfully situated, this homesite offers the ideal canvas for both architectural presence and privacy. There is ample room to design a substantial primary residence while preserving expansive views of Florida’s scenic wetlands just beyond your backyard. Whether envisioning a sprawling single-story estate with a resort-style pool and expansive lanai, or a contemporary design that frames long, tranquil vistas, the parcel supports flexible architectural possibilities while maintaining comfortable separation from neighboring homes. The setting lends itself beautifully to seamless indoor-outdoor living. Covered terraces, a summer kitchen, gardens, and inviting entertaining spaces can be thoughtfully integrated to embrace Florida’s year-round climate and natural beauty. Unlike more compact subdivisions, this nearly four-acre property provides true breathing room—allowing for privacy buffers and mature landscaping without compromising elegance or design integrity. The gated entrance enhances both peace of mind and the enduring value of the community’s custom architecture. While the environment feels serene and secluded, the location remains exceptionally convenient for everyday living, with easy access to major roadways, shopping and dining destinations, and quality schools. Positioned less than an hour from Orlando International Airport and the world-renowned attractions of Central Florida, the property offers a rare balance of retreat and connectivity. For buyers seeking land that accommodates both luxury design and long-term livability, this parcel delivers an exceptional combination of scale, setting, and location. Opportunities to secure this amount of acreage within a high-end, gated community are increasingly limited. Bring your architect and builder and begin creating a residence that fully reflects your vision and lifestyle.
  1. Listed by Cynthia Lambertsen • Brokerage DRE #1067735 • IAD FLORIDA LLC
    P: (208)-957-3160 C: (208)-957-3160 motions.cyndi@gmail.com

Property Details for 446 Long And Winding Road

Subdivision Name
BLUE SPRING RESERVE
Township
21S
View
Trees/Woods
Waterfront
No
LISTING UPDATED: 03/09/2026 10:35 AM

Property Details for 446 Long And Winding Road

StatusActive
MLS #O6386207
Days on Market41
Taxes$1,198 / year
HOA Fees$1,648 / year
Condo/Co-op Fees-
Property TypeLand
MLS TypeLand
Year Built-
Lot Size3.94 AC
CountyLake County
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Location

Listing Courtesy of IAD FLORIDA LLC, Cynthia Lambertsen
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Building Information for 446 Long And Winding Road

Lot Size3.94 AC

Payment Calculator

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$1,219 per month

30 year fixed, 6.46% Interest

Principal and Interest

$982

Property Taxes

$100

HOA Dues

$137

The Payment Calculator is for illustrative purposes only.

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Property Information for 446 Long And Winding Road

Summary
Location and General Information
  • Building Area Units: Square Feet
  • Community Features: Dock, Gated Community - No Guard
  • Direction Faces: Southeast
  • Directions: From the intersection of HWY 27 to HWY 19 Go North onto HWY 19, Right into Blue Spring Reserve (Gate Code Required), Follow Long and Winding Road around to 446 Long and Winding Road Lot 56 on Right
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Street Number: 446
  • Street Name: LONG AND WINDING
  • Street Suffix: ROAD
  • State: FL
  • City: HOWEY IN THE HILLS
Parking
  • Available For Lease: No
Taxes and HOA Information
  • Association Fee Requirement: Required
  • Association Name: Kevin/ Community Management Specialist
  • Association Phone: (407)359-7202
  • Association: Yes
  • CDD: No
  • Pet Restrictions: Contact HOA for details
  • Tax Block: 000
  • Tax Book Number: 58-93-101
  • Tax Legal Description: BLUE SPRING RESERVE PB 58 PG 93-101 LOT 56 ORB 6054 PG 2167
  • Tax Lot: 56
  • Tax Year: 2025
Property
Lot Information
  • Additional Parcels: No
  • Current Use: Residential
  • Easements: Environmental
  • Lot Features: Conservation Area, City Lot, In County, Irregular Lot, Oversized Lot, Room For Pool, Wetlands
  • Lot Size Dimensions: 230 x 660 x 285 x 841
  • Parcel Number: 142125020000005600
  • Total Acreage: 2 to less than 5
  • Water Access: No
  • Water Extras: No
  • Zoning: PUD
  • Lot Dimensions: 230 x 660 x 285 x 841
Property and Assessments
  • Association Amenities: Gated
  • Flood Zone Code: X,A
  • Flood Zone Date: 12-18-2012
  • Flood Zone Panel: 12069C0495E
  • Public Survey Range: 25E
  • Public Survey Section: 14
  • Dock YN: No
Utilities
  • Sewer: None
  • Utilities: BB/HS Internet Available, Electricity Available, Natural Gas Available, Water Available
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Fencing: Partial
  • Pool: None
  • Pool Private: No
  • Security Features: Gated Community
  • Vegetation: Trees, Wooded
  • Waterfront Feet Total: 0
Interior Features
  • Living Area Units: Square Feet
  • Water View: No
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 446 Long And Winding Road

DateEvent & SourcePriceAppreciation
Feb 26, 2026

Listed (Active)

MFRMLS #O6386207

$195,000—
Nov 15, 2022

Sold (Public Record)

Public Record #1501583461

$120,000

+10.6% / yr

Jan 4, 2022

Sold (Public Record)

Public Record #1480955500

$110,000

-8.6% / yr

Jan 4, 2022

Sold

MFRMLS #O5970886

$110,000—
Dec 15, 2021

Pending

MFRMLS #O5970886

—
Sep 3, 2021

Listed (Active)

MFRMLS #O5970886

$125,000—
Mar 22, 2007

Sold (Public Record)

Public Record #217009303

$416,800—
DateEvent & SourcePrice
02/26/2026

Listed (Active)

MFRMLS #O6386207

$195,000
11/15/2022

Sold (Public Record)

Public Record #1501583461

$120,000

+10.6% / yr

01/04/2022

Sold (Public Record)

Public Record #1480955500

$110,000

-8.6% / yr

01/04/2022

Sold

MFRMLS #O5970886

$110,000
12/15/2021

Pending

MFRMLS #O5970886

—
09/03/2021

Listed (Active)

MFRMLS #O5970886

$125,000
03/22/2007

Sold (Public Record)

Public Record #217009303

$416,800

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 446 Long And Winding Road

Taxable ValueLand$101,879Additions-Total$101,879
Tax Record2024$1,060 ($88 / month)
Home Facts
Beds0Lot Size124,582 SqFtStyleResidentialCountyLAKEAPN14-21-25-0200-000-05600

Schools near 446 Long And Winding Road

This home is within Lake County Schools.
Rating
School
Type
Grades
Distance
Astatula Elementary School
Public - PK to 5
East Ridge Middle School
Public - 6 to 8
Lake Minneola High School
Public - 9 to 12
Lake Hills School
Public - PK to 12
Rating
School
Distance
Astatula Elementary School
PublicPK to 5

East Ridge Middle School
Public6 to 8

Lake Minneola High School
Public9 to 12

Lake Hills School
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 446 Long And Winding Road, Howey-in-the-Hills, FL 34737

446 Long And Winding Road is a 3.94 ac of land for sale in Howey-in-the-Hills, FL 34737. This property was listed for sale on February 26, 2026 by IAD FLORIDA LLC, it's currently listed at $195,000. It has been on the market for a total of 41 days and was last sold on November 15, 2022. This listing's school district is Lake County Schools. Nearby schools include Astatula Elementary School, East Ridge Middle School and Lake Minneola High School. 446 Long And Winding Road is a 0-bed, 0-bath, 3.94 ac of land on a 171,639 sq. ft. / 3.94 acres lot.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of IAD FLORIDA LLC, Cynthia Lambertsen

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 03/09/2026 10:35 AM