27910 Debbie Rd

Leesburg, FL 34748

$1,900,000
Price
7
Beds
4,718 Sq. Ft.
— / Sq. Ft.
4,718
Sq. Ft.
—
per Sq. Ft.

Description

Rare opportunity to own a 20-acre multi-home farm estate offering privacy, versatility, and income potential. This exceptional property features two residences across multiple parcels, making it ideal for multigenerational living, rental income, or a private rural compound with thoughtfully designed equestrian amenities. The custom-built main residence sits on a scenic 14-acre parcel and offers 3,564 sq ft with 4 bedrooms and 2.5 baths. Both stories are concrete block and complete with double pane...Rare opportunity to own a 20-acre multi-home farm estate offering privacy, versatility, and income potential. This exceptional property features two residences across multiple parcels, making it ideal for multigenerational living, rental income, or a private rural compound with thoughtfully designed equestrian amenities. The custom-built main residence sits on a scenic 14-acre parcel and offers 3,564 sq ft with 4 bedrooms and 2.5 baths. Both stories are concrete block and complete with double pane glass windows and doors. Inside, the home is anchored by a striking two-story stacked NC Cherry Long stone fireplace, creating a dramatic focal point in the main living area. It is flanked by a wall of windows for an abundance of natural light. A floating oak staircase adds warmth and craftsmanship, while the new kitchen installed in 2022 flows seamlessly into generous living spaces designed for everyday comfort and entertaining. Outdoor highlights include a custom resort-style pool with slide, firepit, pool equipment house, two tranquil koi ponds with a waterfall and expansive grounds framed by mature trees and open pasture views. The 2 story, 864 sq ft detached garage features a finished, screened-in Florida room above, ideal for gatherings, hobbies, or enjoying the outdoors year-round bug-free. You’ll enjoy walking across the bridge from the primary bedroom to the Florida room. The property also includes an additional income-producing residences: 27750 Debbie Rd with ~6 acres, 3-bed/2-bath mobile home, 1,152 sq ft (1993). There is an additional 3rd parcel also available at 27720 Debbie Rd with ~5 acres, 3-bed/2-bath mobile home, 1,560 sq ft (2010). Both homes are currently tenant-occupied offering immediate income opportunities. Designed with equestrian use in mind, the property offers a comprehensive layout including a 72’ x 144’ riding arena shaded by mature oak trees, a 60’ round pen, and lighting throughout the property and into multiple pastures (may need updating). An extra-wide pole barn with metal roof and center aisle allows for configurable stall layouts ranging from 7 to 13 stalls (currently 10x20), complete with a wash rack. Ask about the farm equipment included. The land is thoughtfully arranged with eight total pastures, two small turnout paddocks, and is cross-fenced with no-climb fencing for safety and ease of management. A pond with viewing gazebo adds both function and a peaceful gathering space. This property offers the ideal balance of country living with modern convenience, located just minutes from shopping, dining, and services in The Villages. Publix and Aldi’s are just down the road. For active equestrians, it is also well positioned near established venues including Sumter Equestrian (24mi), Grand Oaks (14mi), Rocking Horse (29mi), Three Lakes (13), Florida Horse Park (31mi) and the World Equestrian Center WEC Ocala (44mi). The Florida Turnpike is approximately two miles away, providing efficient access throughout Central Florida. With expansive acreage, multiple residences, immediate income, and well-appointed equestrian infrastructure, this property presents a rare combination of lifestyle, flexibility, and accessibility in a highly desirable setting.
  1. Listed by Will Siebert • Brokerage DRE #2034857 • LPT REALTY, LLC.
    P: (352)-409-5331 C: (352)-409-5331 WillSiebertRealtor@gmail.com
  2. Listed by Arial Harrington • Brokerage DRE #1064576 • LPT REALTY, LLC
    P: (352)-272-7565 C: (352)-272-7565 arial.harrington@gmail.com

Property Details for 27910 Debbie Road

Subdivision Name
NONE
Township
20
Garage Spaces
4
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 01/19/2026 07:21 PM

Property Details for 27910 Debbie Road

StatusActive
MLS #G5106780
Days on Market2
Taxes$3,851 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Farm
Year Built1993
Lot Size6.00 AC
CountyLake County

Location

Listing Courtesy of LPT REALTY, LLC., Will Siebert; LPT REALTY, LLC, Arial Harrington
Add your commute

Building Information for 27910 Debbie Road

Building Size-Lot Size6.00 AC

Payment Calculator

$9,581 per month

30 year fixed, 6.15% Interest

Principal and Interest

$9,260

Property Taxes

$321

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 27910 Debbie Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2279.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • Directions: If approaching from the East on County Rd 470 W, make a right turn onto Debbie Rd. As you approach, you will see a Horse Crossing sign and then a group of mailboxes. Debbie Rd is a maintained dirt road and passable with most cars. Do not follow GPS as this will take you to the end of Debbie Rd. Turn right at the last for sale sign for the main house. The driveway is dirt and on an angle, not a 90 degree turn.
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 27910
  • Street Name: DEBBIE
  • Street Suffix: ROAD
  • State: FL
  • City: OKAHUMPKA
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: 000
  • Tax Book Number: 571/121
  • Tax Legal Description: S 396 FT OF SE 1/4 OF NE 1/4 OF NE 1/4 ORB 2546 PG 2490
  • Tax Lot: 1
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels Description: 162024000100000100
  • Additional Parcels: Yes
  • Current Use: Horses
  • Parcel Number: 162024000100000200
  • Total Acreage: 20 to less than 50
  • Water Access: Pond
  • Water Access: Yes
  • Water Extras: No
  • Zoning: A
  • Living Area: 4718
Property and Assessments
  • Year Built Numeric: 1993
  • Flood Zone Code: X
  • Flood Zone Date: 12-18-2012
  • Flood Zone Panel: 12069C0320E
  • Homestead: No
  • New Construction: No
  • Number Of Lots: 2
  • Public Survey Range: 24
  • Public Survey Section: 16
Utilities
  • Sewer: Septic Tank
  • Utilities: Cable Available, Electricity Connected
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Construction Materials: ICFs (Insulated Concrete Forms), Wood Frame
  • Exterior Features: Balcony
  • Foundation Details: Slab, Stilt/On Piling
  • Levels: Two
  • Pool Features: Deck, In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle, Tile
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 7
  • Bathrooms Full: 4
  • Appliances: Dishwasher, Microwave, Range, Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Living Room, Stone, Wood Burning
  • Fireplace: Yes
  • Flooring: Carpet, Ceramic Tile
  • Heating: Central
  • Interior Features: Ceiling Fan(s), High Ceilings
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 3.0
  • Water View: No
  • Bathrooms Half: 1

Property History for 27910 Debbie Road

DateEvent & SourcePriceAppreciation
Jan 19, 2026

Listed (Active)

MFRMLS #G5106780

$1,900,000—
Jan 9, 2026

Listed (Active)

MFRMLS #OM715893

$2,300,000—
Jan 2, 2026

Temporarily Off Market

MFRMLS #OM715900

—
Jan 6, 2025

Withdrawn

MFRMLS #O6165790

$1,550,000—
Jan 6, 2025

Withdrawn

MFRMLS #O6165362

$1,550,000—
Dec 21, 2023

Listed (Active)

MFRMLS #O6165790

$1,550,000—
Dec 21, 2023

Listed (Active)

MFRMLS #O6165362

$1,550,000—
DateEvent & SourcePrice
01/19/2026

Listed (Active)

MFRMLS #G5106780

$1,900,000
01/09/2026

Listed (Active)

MFRMLS #OM715893

$2,300,000
01/02/2026

Temporarily Off Market

MFRMLS #OM715900

—
01/06/2025

Withdrawn

MFRMLS #O6165790

$1,550,000
01/06/2025

Withdrawn

MFRMLS #O6165362

$1,550,000
12/21/2023

Listed (Active)

MFRMLS #O6165790

$1,550,000
12/21/2023

Listed (Active)

MFRMLS #O6165362

$1,550,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 27910 Debbie Road

Taxable ValueLand$21,025Additions$174,725Total$195,750
Tax Record2024$2,750 ($229 / month)
Home Facts
Beds4Baths3Total Finished SqFt3,564 SqFtAbove Grade Finished SqFt3,564 SqFtStories2Lot Size609,840 SqFtStyleSingle Family ResidenceYear Built1986Year Renovated2017CountyLAKEAPN16-20-24-0001-000-00100Fireplace TypeSingle

Schools near 27910 Debbie Road

This home is within Lake County Schools.
Rating
School
Type
Grades
Distance
Leesburg Elementary School
Public - PK to 5
Oak Park Middle School
Public - 6 to 8
Leesburg High School
Public - 9 to 12
Rimes Early Learning & Literacy Center
Public - PK to 2
Rating
School
Distance
Leesburg Elementary School
PublicPK to 5

Oak Park Middle School
Public6 to 8

Leesburg High School
Public9 to 12

Rimes Early Learning & Literacy Center
PublicPK to 2

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 27910 Debbie Road, Leesburg, FL 34748

27910 Debbie Road is a single family home for sale in Leesburg, FL 34748. This property was listed for sale on January 19, 2026 by LPT REALTY, LLC., it's currently listed at $1,900,000. This listing's school district is Lake County Schools. Nearby schools include Leesburg Elementary School, Oak Park Middle School and Leesburg High School. 27910 Debbie Road is a 7-bed, 5-bath, 4,718 sqft single family home built in 1993.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of LPT REALTY, LLC., Will Siebert; LPT REALTY, LLC, Arial Harrington

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 01/19/2026 07:21 PM