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.
For sale
Price cut: $2 (6/4)
$589,898
37600 Rolling Acres Rd, Lady Lake, FL 32159
3beds
1,799sqft
Single Family Residence
Built in 1980
5 Acres Lot
$556,900 Zestimate®
$328/sqft
$-- HOA
What's special
Large screened-in poolRenovated bathroomsBrand-new kitchen
- 190 days |
- 702 |
- 76 |
Zillow last checked:
Listing updated:
Listed by:
William Grim, III 407-314-9784,
RE/MAX ASSURED 800-393-8600
Source: Stellar MLS,MLS#: O6364705
Originating MLS: Orlando Regional

Loading...
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 540 Square Feet
- Dimensions: 18x30
Bedroom 1
- Features: Built-in Closet
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 180 Square Feet
- Dimensions: 12x15
Dining room
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Great room
- Level: First
- Area: 540 Square Feet
- Dimensions: 30x18
Kitchen
- Level: First
- Area: 180 Square Feet
- Dimensions: 12x15
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Microwave, Range, Refrigerator
- Laundry: Inside
Features
- Ceiling Fan(s)
- Flooring: Ceramic Tile
- Has fireplace: Yes
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 2,300
- Total interior livable area: 1,799 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: RV Access/Parking
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Exterior features: Private Yard
- Has private pool: Yes
- Pool features: Pool Sweep, Screen Enclosure
- Spa features: In Ground
- Has view: Yes
- View description: Pool, Trees/Woods
Lot
- Size: 5 Acres
- Residential vegetation: Oak Trees
Details
- Additional structures: Workshop
- Parcel number: 291824000200005100
- Zoning: RA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Block
- Roof: Shingle
Condition
- New construction: No
- Year built: 1980
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
- Utilities for property: Cable Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: UNINCOPORATED
HOA
- Has HOA: No
Location
- Region: Lady Lake
Financial & listing details
- Price per square foot: $328/sqft
- Tax assessed value: $450,733
- Annual tax amount: $2,660
- Date on market: 12/4/2025
- Cumulative days on market: 190 days
- Listing terms: Cash,Conventional,FHA
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Dirt
Estimated market value
$556,900
$529,000 - $585,000
$2,624/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/4/2026 | Price change | $589,8980%$328/sqft |
Source: | ||
| 5/18/2026 | Price change | $589,900-3.1%$328/sqft |
Source: | ||
| 1/5/2026 | Price change | $609,000-15.4%$339/sqft |
Source: | ||
| 12/4/2025 | Listed for sale | $720,000+604.5%$400/sqft |
Source: | ||
| 5/18/2004 | Sold | $102,200-26.7%$57/sqft |
Source: Public Record Report a problem | ||
| 8/11/1998 | Sold | $139,500$78/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,660 +2.5% | $203,910 +2.9% |
| 2024 | $2,596 +12.5% | $198,170 +3% |
| 2023 | $2,308 +9% | $192,400 +3% |
| 2022 | $2,116 +4.3% | $186,800 +3% |
| 2021 | $2,029 -5.1% | $181,366 +1.4% |
| 2020 | $2,138 +1.2% | $178,862 +2.3% |
| 2019 | $2,113 +5.6% | $174,841 +1.9% |
| 2018 | $2,001 | $171,581 +2.1% |
| 2017 | $2,001 +4.1% | $168,052 +2.1% |
| 2016 | $1,922 +0.5% | $164,596 +0.7% |
| 2015 | $1,912 -2.1% | $163,452 +0.8% |
| 2014 | $1,953 +29.6% | $162,155 +1.5% |
| 2013 | $1,506 +1.3% | $159,759 +1.7% |
| 2012 | $1,487 +4.6% | $157,089 +3% |
| 2011 | $1,422 -17.1% | $152,514 +1.5% |
| 2010 | $1,715 +3.7% | $150,261 +2.7% |
| 2009 | $1,653 +0.2% | $146,311 +0.1% |
| 2008 | $1,649 -7.4% | $146,165 +3% |
| 2007 | $1,781 -4.5% | $141,908 +2.5% |
| 2006 | $1,865 +2.6% | $138,447 +3% |
| 2005 | $1,817 +3.2% | $134,415 +3% |
| 2004 | $1,760 -1% | $130,500 +0.1% |
| 2003 | $1,779 +12.5% | $130,344 +4.2% |
| 2002 | $1,580 | $125,066 +1.6% |
| 2001 | $1,580 -2% | $123,097 |
| 2000 | $1,612 | $123,097 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.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: 32159
Nearby schools
GreatSchools rating
- 7/10The Villages Elementary Of Lady Lake SchoolGrades: PK-5Distance: 2.4 mi
- 3/10Carver Middle SchoolGrades: 6-8Distance: 5.3 mi
- 2/10Leesburg High SchoolGrades: 9-12Distance: 6.7 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Lake County
- Lady Lake
- 32159
- 37600 Rolling Acres Rd





