Nestled within the highly sought-after Markham Woods corridor, this exceptional estate is gracefully positioned on a quiet, tree-lined street in the serene enclave of Trilby Bend. Set on an expansive 2.6-acre homesite, the property offers a private, park-like setting surrounded by mature trees and the natural beauty of Florida’s landscape where deer, fox, owls, and native wildlife are often part of the view.
This one-owner residence reflects impeccable care and pride of ownership, with timeless curb appeal enhanced by lush landscaping, a circular drive, classic shutters, and a stately brick façade accented by four grand columns. From the moment you arrive, the home exudes warmth, charm, and enduring Southern elegance.
Enter through the striking stained-glass double doors into a welcoming formal living and dining space, where rich wood flooring and a cozy brick fireplace create an inviting atmosphere for both everyday living and refined entertaining.
At the heart of the home lies a beautifully appointed chef’s kitchen, thoughtfully designed to balance style and function. Outfitted with high-end appliances, a serving bar, and a center island, the space is highlighted by exotic Persian Treasure granite countertops, custom Cinnamon cabinetry, pendant lighting, a tiled backsplash, and a fully equipped butler’s pantry ideal for hosting with ease.
The spacious owner’s retreat offers a tranquil escape, filled with natural light from shuttered windows and designed for comfort and relaxation. The beautifully remodeled bath showcases a furniture-style vanity with granite countertops, an expansive walk-in shower with artistic tilework, and generously designed walk-in closets.
Throughout the home, thoughtful design elements enhance livability and flow, offering a layout that is both functional and accommodating for a variety of lifestyles.
Step outside to experience true Florida living. French doors lead to an inviting lanai, while the Florida room featuring walls of glass and a warm wood-lined ceiling provides the perfect vantage point to take in sunset views over the pool and grounds. The sparkling pool is complemented by a charming gazebo and a relaxed, island-inspired cabana ideal for entertaining or unwinding in your own private retreat.
The beautifully maintained grounds extend the living experience outdoors, complete with a utility shed equipped with electricity for added convenience.
Ideally located, the Markham Woods corridor is renowned for its proximity to the Wekiva River, scenic bike trails, pristine golf courses, top-rated schools, and the Seminole Sports Complexoffering a rare blend of natural beauty and everyday convenience.
Significant updates provide peace of mind, including a roof (2018), AC (2019), siding (2019), pool enclosure (2015), whole-home generator (2024), and new windows (2024).
This is a rare opportunity to own a private estate where timeless design, modern updates, and natural surroundings come together in perfect harmony. Begin your next chapter here.
This one-owner residence reflects impeccable care and pride of ownership, with timeless curb appeal enhanced by lush landscaping, a circular drive, classic shutters, and a stately brick façade accented by four grand columns. From the moment you arrive, the home exudes warmth, charm, and enduring Southern elegance.
Enter through the striking stained-glass double doors into a welcoming formal living and dining space, where rich wood flooring and a cozy brick fireplace create an inviting atmosphere for both everyday living and refined entertaining.
At the heart of the home lies a beautifully appointed chef’s kitchen, thoughtfully designed to balance style and function. Outfitted with high-end appliances, a serving bar, and a center island, the space is highlighted by exotic Persian Treasure granite countertops, custom Cinnamon cabinetry, pendant lighting, a tiled backsplash, and a fully equipped butler’s pantry ideal for hosting with ease.
The spacious owner’s retreat offers a tranquil escape, filled with natural light from shuttered windows and designed for comfort and relaxation. The beautifully remodeled bath showcases a furniture-style vanity with granite countertops, an expansive walk-in shower with artistic tilework, and generously designed walk-in closets.
Throughout the home, thoughtful design elements enhance livability and flow, offering a layout that is both functional and accommodating for a variety of lifestyles.
Step outside to experience true Florida living. French doors lead to an inviting lanai, while the Florida room featuring walls of glass and a warm wood-lined ceiling provides the perfect vantage point to take in sunset views over the pool and grounds. The sparkling pool is complemented by a charming gazebo and a relaxed, island-inspired cabana ideal for entertaining or unwinding in your own private retreat.
The beautifully maintained grounds extend the living experience outdoors, complete with a utility shed equipped with electricity for added convenience.
Ideally located, the Markham Woods corridor is renowned for its proximity to the Wekiva River, scenic bike trails, pristine golf courses, top-rated schools, and the Seminole Sports Complexoffering a rare blend of natural beauty and everyday convenience.
Significant updates provide peace of mind, including a roof (2018), AC (2019), siding (2019), pool enclosure (2015), whole-home generator (2024), and new windows (2024).
This is a rare opportunity to own a private estate where timeless design, modern updates, and natural surroundings come together in perfect harmony. Begin your next chapter here.
Property Details
Price:
$869,000
MLS #:
O6401472
Status:
Active
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
TRILBY BEND
Neighborhood:
32779longwoodwekivasprings
Listed Date:
Apr 29, 2026
Finished Sq Ft:
2,834
Total Sq Ft:
3,467
Lot Size:
112,312 sqft / 2.58 acres (approx)
Year Built:
1972
See this Listing
Schools
Interior
Appliances
Built-In Oven, Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Hardwood
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
Laundry Features
Inside
Levels
One
Exterior
Accessibility Features
Accessible Approach with Ramp, Accessible Bedroom, Accessible Closets, Accessible Common Area, Accessible Doors, Accessible Entrance, Accessible Full Bath, Visitor Bathroom, Accessible Hallway(s), Accessible Kitchen, Accessible Kitchen Appliances, Accessible Washer/Dryer, Customized Wheelchair Accessible
Architectural Style
Traditional
Attached Garage YN
1
Construction Materials
Brick, Stucco, Wood Frame
Covered Spaces
2
Direction Faces
South
Exterior Features
French Doors, Rain Gutters
Garage Spaces
2
Open Parking YN
1
Other Structures
Cabana
Parking Features
Circular Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side
Roof
Shingle
Financial
HOA Fee
$400
HOA Fee Frequency
Annually
HOA Name
Trilby / John Rolerson
HOA Phone
321-435-4450
Tax Year
2024
Taxes
$305
Map
Community
- Address3 OLD POST ROAD LONGWOOD FL
- SubdivisionTRILBY BEND
- CityLONGWOOD
- CountySeminole
- Zip Code32779
Subdivisions in LONGWOOD
- ACREAGE & UNREC
- ALAQUA LAKES
- ALAQUA LAKES PH 1
- ALAQUA LAKES PH 4
- BAY LAGOON UNIT 2
- BAY MEADOW FARMS
- BEASON SUB
- BELLA VISTA
- BIG TREE CROSSING PH 2
- BRADLEYS ADD
- BRANTLEY COVE
- BRANTLEY COVE NORTH
- BRANTLEY SHORES 1ST ADD
- CHELSEA PLACE
- CLUBSIDE AT SABAL POINT A CONDO
- COR JESU
- COUNTRY CLUB HEIGHTS UNIT 1
- CROWN OAKS
- CROWN OAKS 1ST ADD
- CRYSTAL CREEK UNIT 1
- CUTLER COVE
- DANBURY MILL UNIT 3A
- DES PINAR ACRES
- DEVONSHIRE
- DON PABLO TWNHMS AT MYRTLE STREET
- ENTZMINGER FARMS ADD 3
- ENTZMINGERS ADD 1
- FAIRWAY VILLAS
- FLORIDA CENTRAL COMMERCE PARK
- GOVERNORS POINT PH 2
- GOVERNORS POINT PH 3 SEC 1
- GOVERNORS POINT PH 3 SEC 2
- GREENWOOD ESTATES
- HANOVER POINTE
- HANOVER POINTE REP – REP
- HENSONS ACRES
- HENSONS ACRES REV OF BLK A
- HIDDEN OAK ESTATES
- HIGHLAND HILLS 1ST REP
- JENNIFER ESTATES
- KATHRYN PARK
- KNOLLWOOD 2ND ADD
- KNOLLWOOD 3RD ADD AMD
- LAKE BRANTLEY HILLS
- LAKE BRANTLEY ISLES 2ND ADD
- LAKE BRANTLEY ISLES AMD
- LAKE SEARCY SHORES
- LAKE VISTA AT SHADOWBAY
- LAKE WAYMAN HEIGHTS LAKE ADD
- LAKESIDE AT SHADOWBAY
- LAKEWOOD POINTE OFFICE PARK A LAND SITE CONDO
- LANDINGS THE
- LAZY ACRES
- LONGDALE
- LONGWOOD
- LONGWOOD CLUB
- LONGWOOD GREEN AMD
- LONGWOOD GREEN HILLS
- LONGWOOD NORTH
- LONGWOOD PARK
- LONGWOOD PLANTATION
- LONGWOOD-MARKHAM ESTATES
- MANCHESTER OAKS
- MANDARIN SEC 2
- MANDARIN SEC 8
- MARKHAM GLEN
- MARKHAM MEADOWS
- MEADOWS UNIT 1
- MEETS AND BOUNDS
- MEREDITH MANOR GOLF VIEW ESTATES SEC
- MEREDITH MANOR NOB HILL SEC
- MOLNARS ADD TO LONGWOOD
- MONTEREY SOUTH
- MYRTLE LAKE HILLS
- NELSON COURT
- NORTH COVE
- NORTHRIDGE RESERVE
- OAKMONT RESERVE
- PALM SPGS CONDO AT THE SPGS
- RANDS ADD TO LONGWOOD
- RANGELINE WOODS
- RAVENSBROOK
- RAVENSBROOK 1ST ADD
- RESERVE AT LAKE WILDMERE – PH 1
- RESIDENCES AT SABAL POINT A CONDO
- RESIDENCES AT SABAL POINT A CONDOMINIU
- RETREAT AT LAKE BRANTLEY
- RIVERSIDE AT THE SPGS
- SABAL POINT AMD
- SABAL POINT AT SABAL GREEN
- SABAL POINT SABAL GLEN AT
- SABAL POINT SABAL RIDGE AT
- SABAL POINT SABAL TRAIL AT
- SAN MARCO VILLAS A CONDO
- SANLANDO COUNTRY CLUB ESTATES
- SANLANDO SPGS
- SANLANDO SPGS LAKE OAKS SEC
- SANLANDO SPRINGS LAKE OAKS SECTION
- SHADOWBAY UNIT 1
- SHADOWBAY UNIT 2
- SHADOWBAY UNIT 2 PH 2
- SKY LARK IN THE WOODS UNIT 2
- SKY LARK UNIT 2 REP
- SLADES PLAN ROCK LAKE
- SLEEPY HOLLOW
- SPRINGS LANDING THE ESTATES AT
- SPRINGS LANDING UNIT 2
- SPRINGS LANDING UNIT 4
- SPRINGS THE
- SPRINGS THE DEERWOOD ESTATES
- SPRINGS THE SHADOWOOD VILLAGE
- SPRINGS THE SHADOWOOD VILLAGE SEC 2
- SPRINGS WHISPERING PINES
- SPRINGS WHISPERING PINES SEC 1
- SPRINGS WHISPERING PINES SEC 2
- SPRINGWOOD
- SPRINGWOOD VILLAGE
- SWEETWATER CLUB
- SWEETWATER CLUB ESTATES
- SWEETWATER CLUB UNIT 1
- SWEETWATER CLUB UNIT 1-A
- SWEETWATER CLUB UNIT 3
- SWEETWATER CLUB UNIT 4
- SWEETWATER COVE
- SWEETWATER OAKS
- SWEETWATER OAKS SEC 02
- SWEETWATER OAKS SEC 03
- SWEETWATER OAKS SEC 04
- SWEETWATER OAKS SEC 06
- SWEETWATER OAKS SEC 07
- SWEETWATER OAKS SEC 09
- SWEETWATER OAKS SEC 12
- SWEETWATER OAKS SEC 15
- SWEETWATER OAKS SEC 17
- SWEETWATER OAKS SEC 18
- SWEETWATER OAKS SWEETWATER SHORES 2
- SWEETWATER SPGS
- TERRA OAKS
- THE ENTERPRISE BLDG A CONDO
- THE SPRINGS
- TIBERON COVE
- WEKIVA CLUB ESTATES SEC 04
- WEKIVA COVE PH 4
- WEKIVA FAIRWAY TWNHMS
- WEKIVA GOLF VILLAS SEC 2
- WEKIVA GREEN
- WEKIVA HILLS SEC 02
- WEKIVA HILLS SEC 05
- WEKIVA HILLS SEC 08
- WEKIVA HUNT CLUB 1 FOX HUNT SEC 1
- WEKIVA HUNT CLUB 3 FOX HUNT SEC 3
- WEKIVA HUNT CLUB CONDO
- WEKIVA VILLAS CONDO
- WEKIVA VILLAS ON THE GREEN 2
- WEST WILDMERE
- WESTLAKE MANOR UNIT 1
- WHISPER WOOD AT SABAL POINT
- WHISPERING WINDS PH 2
- WILDMERE
- WILDMERE AMD
- WILDMERE MANOR
- WINDSOR AT SABAL WALK A CONDO
- WINDTREE WEST
- WINDTREE WEST UNIT 2
- WINGFIELD NORTH 2
- WINGFIELD RESERVE PH 2
- WINSOR MANOR
- WINSOR MANOR 1ST ADD
- WOODLANDS SEC 2
- WOODLANDS SEC 4
- WOODLANDS SEC 5
Market Summary
Current real estate data for Single Family in LONGWOOD as of Apr 29, 2026
207
Single Family Listed
72
Avg DOM
275
Avg $ / SqFt
$809,468
Avg List Price
Property Summary
- Located in the TRILBY BEND subdivision, 3 OLD POST ROAD LONGWOOD FL is a Single Family for sale in LONGWOOD, FL, 32779. It is listed for $869,000 and features 4 beds, 3 baths, and has approximately 2,834 square feet of living space, and was originally constructed in 1972. The current price per square foot is $307. The average price per square foot for Single Family listings in LONGWOOD is $275. The average listing price for Single Family in LONGWOOD is $809,468. To schedule a showing of MLS#o6401472 at 3 OLD POST ROAD in LONGWOOD, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
Courtesy of RE/MAX CENTRAL REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 3 OLD POST ROAD
LONGWOOD, FL

