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.
Lot/land
$195,000
446 Long And Winding Rd #56, Howey In The Hills, FL 34737
--beds
0baths
3.94Acres
Unimproved Land
Built in ----
3.94 Acres Lot
$-- Zestimate®
$--/sqft
$137/mo HOA
What's special
Protected natural surroundingsScenic wetlandsMature landscaping
- 46 days |
- 296 |
- 9 |
Zillow last checked:
Listing updated:
Listing Provided by:
Cynthia Lambertsen 208-957-3160,
IAD FLORIDA LLC 407-720-0020
Source: Stellar MLS,MLS#: O6386207
Originating MLS: Sarasota - Manatee

Facts & features
Interior
Bedrooms & bathrooms
- Bathrooms: 0
Video & virtual tour
Property
Features
- Fencing: Partial
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 3.94 Acres
- Dimensions: 230 x 660 x 285 x 841
- Features: Conservation Area, City Lot, In County, Irregular Lot, Oversized Lot, Room For Pool, Wetlands
- Residential vegetation: Trees, Wooded
Details
- Parcel number: 142125020000005600
- Zoning: PUD
- Special conditions: None
Utilities & green energy
- Sewer: None
- Water: Public
- Utilities for property: BB/HS Internet Available, Electricity Available, Natural Gas Available, Water Available
Community & HOA
Community
- Features: Dock, Gated Community - No Guard
- Security: Gated Community
- Pet fee: $0 monthly
- Subdivision: BLUE SPRING RESERVE
HOA
- Has HOA: Yes
- Amenities included: Gated
- HOA fee: $137 monthly
- HOA name: Kevin/ Community Management Specialist
- HOA phone: 407-359-7202
Location
- Region: Howey In The Hills
Financial & listing details
- Annual tax amount: $1,197
- Date on market: 2/26/2026
- Cumulative days on market: 33 days
- Listing terms: Cash,Conventional,USDA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt, Paved
Estimated market value
Not available
Estimated sales range
Not available
$2,529/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/27/2026 | Listed for sale | $195,000+56% |
Source: | ||
| 1/5/2025 | Listing removed | $125,000 |
Source: | ||
| 1/5/2024 | Listing removed | -- |
Source: | ||
| 1/6/2022 | Listing removed | $125,000 |
Source: | ||
| 12/16/2021 | Pending sale | $125,000 |
Source: | ||
Public tax history
Public tax history
Tax history is unavailable.Monthly payment
Estimated monthly payment
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 34737
Nearby schools
GreatSchools rating
- 5/10Astatula Elementary SchoolGrades: PK-5Distance: 4.4 mi
- 5/10Tavares Middle SchoolGrades: 6-8Distance: 6.2 mi
- 4/10Tavares High SchoolGrades: 9-12Distance: 8.7 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Lake County
- Howey in the Hills
- 34737
- 446 Long And Winding Rd Unit 56
Nearby cities
Nearby zip codes
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