To schedule a showing of 37600 Rolling Acres Road, Lady Lake, Florida, Call David Shippey at 863-521-4517 TODAY!

$589,898 Reduced -$2
37600 Rolling Acres Road
Lady Lake, FL 32159
  • 3Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 1,799SqFt
  • 1980Year Built
  • 5.00Acres
  • MLS# O6364705
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market6 months, 6 days
  • Area32159 - Lady Lake (the Villages)
  • CountyLake
  • Subdivision Un-Incoporated

Overview

One or more photo(s) has been virtually staged. Experience the freedom of country living with modern comfort and everyday convenience at 37600 Rolling Acres Rd in Lady Lake. Situated on 5 private acres with an additional adjacent 5-acre parcel available for purchase, this unique property offers the opportunity to own up to 10 acres in a highly desirable Lake County location.This 3-bedroom, 2-bath home offers 1,799 square feet of thoughtfully designed living space and features a brand-new kitchen, renovated bathrooms, and bright, open living areas that create a warm and inviting atmosphere.Step outside to your own private retreat featuring a large screened-in pool, a whole-home Generac generator, a deep well providing excellent water quality and low utility costs, and endless room to enjoy the outdoors. The property also includes a spacious workshop with a high-clearance entrance, making it ideal for RV storage, boats, equipment, hobbyists, or anyone needing extra workspace.Located in the heart of Lake County, this property embraces the best of the Florida lifestyle, with easy access to boating and fishing on the Harris Chain of Lakes, scenic country roads, horseback riding trails, local festivals, farm-to-table dining, and nearby destinations including The Villages, Lake Griffin State Park, Mount Dora, and Ocala.A rare opportunity to own a versatile estate property that combines privacy, functionality, and the charm of true Florida country living.



Agriculture / Farm

Association Fees / Info

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Contemporary

Pool Features:  PoolSweep, ScreenEnclosure

Pool Private:  Yes

Exterior Features:  PrivateYard

Fees / Restrictions

Financial

Original Price:  $720,000

Garage / Parking

Parking Features:  RvAccessParking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  LivingRoom, WoodBurning

Fireplace:  Yes

Floors:  CeramicTile

Levels:  One

Spa:  Yes

Laundry Features:  Inside

Interior Features:  CeilingFans

Appliances:  Microwave, Range, Refrigerator

Spa Features:  InGround

Lot Info

Direction Remarks:  From US-441 / Highway 27 in Lady Lake:Head north on US-441/27 toward The Villages.Turn right onto Griffin Avenue.Continue on Griffin Avenue for approximately 2 miles.Turn right onto Rolling Acres Road.Continue on Rolling Acres Road for about 1.5 miles as the scenery becomes more rural.The property will be on your left. Look for the long private driveway and surrounding acreage.Alternate Route (From County Road 466):Travel east or west on CR-466 depending on your location.Turn south onto Rolling Acres Road near the Lowes shopping plaza.Continue on Rolling Acres Road for approximately 3.5 miles.The home will be on your right, identifiable by the open acreage surrounding the property.

Number of Lots:  1

Lot Size Units:  Acres

Lot Size Acres:  5

Lot Sqft:  217,800

Vegetation:  Oak

Misc

Other

Other Structures:  Workshop

Special Conditions:  None

Other Rooms Info

Property Info

Section:  29

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block

Stories:  1

Foundation:  Block

Human Modified:  Yes

Room Info

Total Rooms:  6

Sqft Info

Sqft:  1,799

Bulding Area Sqft:  2,300

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  105

Tax Legal Description:  S 1/2 OF SW 1/4 OF SW 1/4 OF NW 1/4 ORB 2706 PG 1810 ORB 5346 PG 1944

Tax Block:  000

Tax Annual Amount:  2660

Tax Book Number:  0000

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Well

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected

Waterfront / Water

View:  Yes

View:  Pool, TreesWoods

Directions

From US-441 / Highway 27 in Lady Lake:Head north on US-441/27 toward The Villages.Turn right onto Griffin Avenue.Continue on Griffin Avenue for approximately 2 miles.Turn right onto Rolling Acres Road.Continue on Rolling Acres Road for about 1.5 miles as the scenery becomes more rural.The property will be on your left. Look for the long private driveway and surrounding acreage.Alternate Route (From County Road 466):Travel east or west on CR-466 depending on your location.Turn south onto Rolling Acres Road near the Lowes shopping plaza.Continue on Rolling Acres Road for approximately 3.5 miles.The home will be on your right, identifiable by the open acreage surrounding the property.

This listing courtesy of Re/max Assured 

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Price & Status History (on davidshippey.com since Thu, Dec 4th 2025)
  • Original Price: $720,000
  • Current Price: $589,898
  • Price Reduced: $130,102
Date ChangedFromTo
06/04/2026$589,900 $589,898 Reduced by $2

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If you have any questions on 37600 Rolling Acres Road, Lady Lake, Florida, please call David Shippey at 863-521-4517.


MLS# O6364705 located at 37600 Rolling Acres Road, Lady Lake, Florida is brought to you by David Shippey REALTOR®

37600 Rolling Acres Road, Lady Lake, Florida has 3 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 37600 Rolling Acres Road, Lady Lake, Florida is O6364705.
The price for 37600 Rolling Acres Road, Lady Lake, Florida is $589,898.
The status of 37600 Rolling Acres Road, Lady Lake, Florida is Active.
The subdivision of 37600 Rolling Acres Road, Lady Lake, Florida is Un-Incoporated.
The home located at 37600 Rolling Acres Road, Lady Lake, Florida was built in 2026.