27737 County Road 44a, EUSTIS, FL

$2,999,999

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4

Beds

4

Baths

3,866

Square feet

66.00

Acres

Open House

  • Sunday, September 13, 2026 (Start Time: 10:00 AM - End time: 2:00 PM)

About 27737 County Road 44a

Virtually Staged. Welcome to a rare and extraordinary legacy property where time slows, nature surrounds you, and possibilities stretch as far as the eye can see. Set across 66 awe-inspiring acres, this rustic custom estate is enveloped by towering, century-old oak trees, creating a breathtaking canopy of beauty, privacy, and timeless elegance. Built for comfort and peace of mind, this home features solid concrete construction, reinforced openings, insulated interior wall, built in pest control system designed for durability, efficiency, and long-term value. This is more than a home—it’s a private sanctuary. A place where horses can run free, cattle can graze peacefully, and beautiful scenic trails invite you to explore your land at sunrise or sunset. Cast a line into your private pond or surrender to total relaxation in the freeform resort-style pool, complete with a dramatic grotto and soothing hot tub—your own secluded oasis under the Florida sky. The 4-bedroom, 3 1/2-bath ranch-style residence was crafted for both grand entertaining and quiet moments of reflection. Multiple expansive porches beckon you to linger, breathe deeply, and take in the serenity that only wide-open land can promise. Gather family and friends for unforgettable celebrations in the main home, then retreat to the separate in-law suite, perfectly suited for guests, extended family, or a private executive office tucked away from the world. An attached oversized four space garage provides ample space for all your passions—boats, ATVs, equipment, and adventure vehicles—ensuring this estate supports every lifestyle, from refined to rugged. Though it feels worlds away, convenience remains within reach. A short drive east leads you to Florida’s beautiful beaches, while a trip south brings you to Orlando’s international airport and iconic theme parks. From its sweeping acreage and majestic landscape to its versatile living spaces and unmatched privacy, this remarkable estate offers limitless potential. If you’ve been searching for a place that speaks to freedom, legacy, and the luxury of space—your dream retreat has arrived.

Features of 27737 County Road 44a

MLS® # O6371691
Price $2,999,999
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,866
Acres 66.00
Year Built 2005
Type Residential
Sub-Type Single Family Residence
Style Craftsman, Ranch
Status Active
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Listing Details

OfficeBEAR TEAM REAL ESTATE

Listing Map

Neighborhood Information for 27737 County Road 44a

Low Residential Turnover

Weather

Highs


January 68.40℉
July 91.10℉

Lows


January 70.70℉
July 70.70℉
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Precipitation


48.63

Statistics

Number of Listings

Population Age

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Nearby Schools

Great Schools School Name Distance  
Great School

Seminole Springs Elementary School

Public - Preschool to 5Th Grade - Closest Elementry School
2 Miles
Great School

Building Teachers Academy

Private - Preschool to 12Th Grade
5 Miles
Great School

Sorrento Elementary School

Public - Kindergarten to 5Th Grade
6 Miles
Great School

Round Lake Charter School

Public - Preschool to 6Th Grade
7 Miles
Great School

Spring Creek Charter School

Public - Preschool to 8Th Grade
9 Miles
Great School

The Rock Academy

Private - Kindergarten to 12Th Grade
9 Miles
Great School

Markham Woods Middle School

Public - 6Th Grade to 8Th Grade - Closest Middle School
9 Miles

School data provided by GreatSchools

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