446 Long And Winding Road, Howey In The Hills, FL 34737
Local realty services provided by:ERA Advantage Realty, Inc.
Listed by: cynthia lambertsen
Office: iad florida llc.
MLS#:O6386207
Source:MFRMLS
Price summary
- Price:$195,000
- Monthly HOA dues:$137.33
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.
Contact an agent
Home facts
- Listing ID #:O6386207
- Added:1 day(s) ago
- Updated:February 27, 2026 at 04:07 AM
Structure and exterior
- Lot area:3.94 Acres
- Lot Features:Irregular Lot, Oversized, Wetlands
- Levels:1 Story
Utilities
- Water:Public, Water Available
Finances and disclosures
- Price:$195,000
- Tax amount:$1,198 (2025)
Features and amenities
- Amenities:BB/HS Internet Available, Electricity Available, Gated, Natural Gas Available
- Pool features:Public Pool
New listings near 446 Long And Winding Road
- New
$295,000Active3 beds 3 baths1,758 sq. ft.961 Lido Drive, HOWEY IN THE HILLS, FL 34737
MLS# G5108774Listed by: CHARLES RUTENBERG REALTY ORLANDO - New
$359,999Active2 beds 2 baths2,031 sq. ft.26206 Avenida Las Colinas #4A, HOWEY IN THE HILLS, FL 34737
MLS# G5108445Listed by: OLYMPUS EXECUTIVE REALTY INC - Open Sun, 12am to 2pmNew
$385,000Active4 beds 2 baths1,780 sq. ft.236 Messina Pl, HOWEY IN THE HILLS, FL 34737
MLS# G5108716Listed by: ARELLANO REALTY & INVESTMENTS
$130,000Active0.34 Acres116 W Magnolia Avenue, HOWEY IN THE HILLS, FL 34737
MLS# O6322551Listed by: SAND DOLLAR REALTY GROUP INC- New
$290,994Active3 beds 3 baths1,643 sq. ft.216 Glass Onion Drive, HOWEY IN THE HILLS, FL 34737
MLS# O6383563Listed by: TRINITY FAMILY BUILDERS LLC - Open Sun, 1 to 3pmNew
$344,000Active3 beds 2 baths1,667 sq. ft.107 E Magnolia Avenue, HOWEY IN THE HILLS, FL 34737
MLS# G5108555Listed by: ST. CLAIR REALTY GROUP, LLC - New
$497,500Active3 beds 2 baths1,971 sq. ft.9220 San Jose Boulevard, HOWEY IN THE HILLS, FL 34737
MLS# G5108442Listed by: KELLER WILLIAMS ELITE PARTNERS III REALTY - New
$290,994Active3 beds 3 baths1,643 sq. ft.214 Glass Onion Drive, HOWEY IN THE HILLS, FL 34737
MLS# O6382931Listed by: TRINITY FAMILY BUILDERS LLC
$189,000Pending3 beds 2 baths1,450 sq. ft.109 E Cedar Street, HOWEY IN THE HILLS, FL 34737
MLS# G5108311Listed by: COOK & COMPANY REALTY, INC.