Twilight view of this beautiful pool home on over an acre of land with  mature trees. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Twilight view of this beautiful pool home on over an acre of land with  mature trees. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Pool home on over 1-acre lot with beautiful, mature approx 100-year-old oak trees. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Beautiful 1+ acre lot. Home and property noted with yellow marker. Lake Tilden can bee seen in background on left, and Black Lake is in the background on the right. The community amenity center is located on a peninsula between these two lakes, giving access to both with a private community boat ramp. Residents also enjoy tennis courts and a large picnic pavilion also located at this spot. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Pool home on over 1-acre lot with beautiful, mature approx 100-year-old oak trees. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Pool home on over 1-acre lot with beautiful, mature approx 100-year-old oak trees. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 7 of 84
Breathtaking resort-style pool and spa within a screened enclosure, complemented by a covered outdoor living area--designed for elegant entertaining and serene evenings. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 9 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 10 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 11 of 84
Welcome home to timeless charm under the shade of a beautiful mature oak trees. This inviting brick home offers a peaceful setting, a spacious front lawn, and classic curb appeal that feels warm from the moment you arrive. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 13 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 14 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 15 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 16 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 17 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 18 of 84
Grand, inviting entry highlighted by detailed millwork, designer lighting, and a striking front door- an elegant introduction to the home. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Welcome home to peaceful evenings and classic charm, with mature trees, inviting lighting, and exceptional curb appeal on a generously sized homesite. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
virtually staged dining room - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 22 of 84
virtually staged. Large living room with wood-burning brick fireplace, custom built-in entertainment wall with extensive shelving, cabinetry, and a seamless media setup- designed for both style and function. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Custom built-in entertainment wall with extensive shelving, cabinetry, and a seamless media setup- designed for both style and function. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Bright kitchen with abundant cabinetry, granite countertops, stainless steel appliances, and a brand new rang with air fry feature- plus under-and above- cabinet lighting. Pass-through window to the pool with serving counter makes outdoor entertaining effortless. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 26 of 84
Bright kitchen with abundant cabinetry, granite countertops, stainless steel appliances, and a brand new rang with air fry feature- plus under-and above- cabinet lighting. Pass-through window to the pool with serving counter makes outdoor entertaining effortless. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Bright kitchen with abundant cabinetry, granite countertops, stainless steel appliances, and a brand new rang with air fry feature- plus under-and above- cabinet lighting. Pass-through window to the pool with serving counter makes outdoor entertaining effortless. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Grand, inviting entry highlighted by detailed millwork, designer lighting, and a striking front door- an elegant introduction to the home. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
virtually staged. Large Breakfast Nook off of Kitchen. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Stunning open kitchen showcasing an oversized breakfast bar, granite countertops, and a flexible layout with space for a breakfast table-designed for effortless entertaining. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
virtually staged. King size bed for the primary suite. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 33 of 84
A warm and elegant living space designed to impress, featuring soaring ceilings, rich luxury flooring, exposed beam, a charming white brick fireplace, an beautiful natural light. This room offers the perfect blend of comfort, character, and elevated style. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Private primary bath with a spacious tiled shower, custom built-in bench, long dual vanity, and a clean spa-like feel. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 36 of 84
A stylish living room made to glow, with a cozy white brick fireplace, and a custom entertainment wall featuring color-changing lights for the perfect movie-night mood. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Elegantly updated bath showcasing granite countertops, designer fixtures, and a refined, spa-like ambiance. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 39 of 84
Bright secondary bedroom with warm wood-like floors, great natural light, and a spacious closet for extra storage. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Additional hallway storage with built-in shelving- offering exceptional organization and extra space throughout the home. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Bright kitchen with abundant cabinetry, granite countertops, stainless steel appliances, and a brand new rang with air fry feature- plus under-and above- cabinet lighting. Pass-through window to the pool with serving counter makes outdoor entertaining effortless. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Spacious laundry room with abundant cabinetry, folding counter space, and built-in mudroom area for added organization. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 44 of 84
Spacious laundry room with abundant cabinetry, folding counter space, and built-in mudroom area for added organization. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 46 of 84
Versatile pool bath with walk-in shower, offering convenient access from the pool, adjacent bedroom, and laundry room- plus a large closet for additional storage. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Bright, stylish kitchen with crisp cabinetry, sleep black counters, custom pull outs, and a brand new stove. The pass through window opens right to the pool and patio, making entertaining effortless. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Expansive covered lanai overlooking screen-enclosed pool. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Chic kitchen details shine with warm pendant lighting, a convenient breakfast bar, and pull-out lower cabinets that make storage both stylish and functional. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Expansive covered lanai overlooking screen-enclosed pool. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Oversized garage with upgraded flooring, built-in storage, and plenty of room for vehicles, tools, and hobbies! - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 53 of 84
Backyard. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Exterior of home from backyard. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 56 of 84
Large detached shed with electricity - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Large detached shed with electricity - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Spacious primary suite with warm wood-like flooring, soft natural light, and charming barn doors leading into the private bathroom retreat. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Country Lakes Community Amenities including boat launch, pavilion, and tennis courts. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Country Lakes Community Amenities including boat launch, pavilion, and tennis courts. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Country Lakes Community boat launch for lake access. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Rear view of pool home on over 1-acre lot with beautiful, mature approx 100-year-old oak trees. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 64 of 84
Beautiful 1+ acre lot. Home and property noted with yellow marker. Lake Tilden can bee seen in background on left, and Black Lake is in the background on the right. The community amenity center is located on a peninsula between these two lakes, giving access to both with a private community boat ramp. Residents also enjoy tennis courts and a large picnic pavilion also located at this spot. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 66 of 84
virtually staged - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Versatile front room perfect as a formal dining area or elegant sitting room, filled with natural light and beautiful views. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 69 of 84
virtually staged - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Private guest bedroom with two closets, direct access to the garden and pool, and its own private entrance-ideal for guests or multi-generational living. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
virtually staged - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 73 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 74 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 75 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 76 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 77 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 78 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 79 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 80 of 84
Single Family Residence at 14140 COUNTRY ESTATE DR, WINTER GARDEN, photo 81 of 84
Pool home on over 1-acre lot with beautiful, mature approx 100-year-old oak trees. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Beautiful 1+ acre lot. Home and property noted with yellow marker. Lake Tilden can bee seen in background on left, and Black Lake is in the background on the right. The community amenity center is located on a peninsula between these two lakes, giving access to both with a private community boat ramp. Residents also enjoy tennis courts and a large picnic pavilion also located at this spot. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
Pool home on over 1-acre lot with beautiful, mature approx 100-year-old oak trees. - 14140 COUNTRY ESTATE DR, WINTER GARDEN
84 photos

$969,000

14140 COUNTRY ESTATE DR
WINTER GARDEN, FL 34787
Listed by Erin Rison · CHARLES RUTENBERG REALTY ORLANDO
Bedrooms
3
Bathrooms
3
Living area
2,346 sqft
Year built
1984

About this home

Virtually Staged. Your Own Florida Paradise - Private, Elegant and Rare. Arrive in Winter Garden and escape into a private garden paradise unlike anything around it. More than an acre of mature trees, colorful plantings, and beautifully landscaped grounds create a serene backdrop with no rear neighbors...a setting that feels wonderfully removed, yet keeps every convenience close at hand. The recently resurfaced screened pool showcases beautiful new tile and a spa with water overflow; the pool and spa are professionally serviced weekly. An impressive 40-foot covered lanai extends the living space outdoors for year-round entertaining, quiet afternoons and sunset dinners among the gardens. The adaptable three-to-four-bedroom, three-bath floor plan offers effortless flexibility for guests, a home office or multigenerational living. A custom entertainment center with integrated surround sound adds a distinctive focal point to the main living area. A recently replaced roof, recent water heater and cooktop, and a fully serviced air-conditioning system make this an outstanding primary residence or seasonal Florida retreat. Lake Tilden and Black Lake access, boat ramps, tennis courts and a community pavilion complete the experience; near hospitals, fine dining, premier shopping, downtown Winter Garden, major roadways and world-famous attractions.

Highlights

Private poolFireplace

Property details

MLS #
MFRO6397262
Property type
Single Family Residence
Subdivision
COUNTRY LAKES
Status
Active
Days on market
156
On market date
April 11, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
2
Parking spaces
N/A
Lot size
1.11 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
SUNRIDGE ELEMENTARY
0.98 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
671
Student:teacher ratio
17.2:1
District
ORANGE
Middle
SUNRIDGE MIDDLE
1.03 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,347
Student:teacher ratio
18.5:1
District
ORANGE
High
WEST ORANGE HIGH
1.95 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,700
Student:teacher ratio
23.3:1
District
ORANGE

Walkability

Blended score for WINTER GARDEN's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

51
Somewhat walkable
out of 100
EPA National Walkability Index
8.2 / 20 -- Below average walkable
Google Places amenity density
65 / 100
Restaurants & cafes16
Grocery stores1
Parks1
Schools5
Transit stops0
Pharmacies3

Market position

How this listing compares to current activity in WINTER GARDEN, from live MLS data.

On the market 156 days -- 81 more days than WINTER GARDEN's current average of 75 days.
For reference, the median list price across 1,032 active listings in WINTER GARDEN right now is $489,070.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$5,985/mo
$193,800 down
$775,200 loan
Principal & interest$5,028
Property tax (est.)$808
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 2 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.