$195,000
446 Long And Winding Road
Howey In The Hills, FL 34737
Listing updated: March 9, 2026 at 10:32 AM ET
Property type
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history11 days on market
- Status: ActiveFeb 27, 2026
- Listed$195,000Feb 26, 2026
- Price increased$195,000
Facts & features
- Property type
- Land
- Status
- Active
- Days on market
- 11
- Subdivision
- Blue Spring Reserve
- County
- Lake
- Price/sq ft
- $1
- Lot size
- 171,639 sq ft
- Lot category
- 2 to less than 5
- Flood zone
- X,A (12069C0495E)
- Annual taxes
- $1,198 (2025)
- Parcel #
- 14-21-25-0200-000-05600
- Zoning
- PUD
- MLS #
- O6386207
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Interior Details
- Direction faces
- Southeast
HOA & Financial
- HOA fee
- $412 / Quarterly
- Monthly HOA
- $137/mo
- Total monthly fees
- $137/mo
- Total annual fees
- $1,648
- HOA name
- Kevin/ Community Management Specialist
- CDD
- No
- Listing terms
- Cash, Conventional, USDA Loan
- Ownership
- Fee Simple
Exterior & Construction
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- None
- Water source
- Public
- Utilities
- BB/HS Internet Available, Electricity Available, Natural Gas Available, Water Available
Community
- Pets allowed
- Yes
Listing Details
- Listing date
- 2026-02-26
- On market date
- 2026-02-26
- Original list price
- $195,000
- MLS area
- 34737 - Howey In The Hills
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-02-27
- Tax legal description
- BLUE SPRING RESERVE PB 58 PG 93-101 LOT 56 ORB 6054 PG 2167
Flood risk
See FEMA for this zone’s designation and insurance requirements.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of March 9, 2026 at 10:32 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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