Nestled within the highly sought-after Markham Woods corridor, this exceptional suburban estate is gracefully positioned on a quiet, tree-lined street in the serene enclave of Trilby Bend. Set on an expansive 2.6-acre home site, 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 two-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 cedar columns. From the moment you arrive, the home exudes warmth, charm, and enduring Southern elegance. Enter through the striking decorative-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 new 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 for added storage. 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 Complex offering 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), new attic insulation (2024) and new windows (2016). This is a rare opportunity to own a private sanctuary 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 NORTH
- BRANTLEY HARBOR EAST SEC OF MEREDITH MANOR
- BRANTLEY SHORES 1ST ADD
- CHELSEA PLACE
- CLUBSIDE AT SABAL POINT A CONDO
- COUNTRY CLUB HEIGHTS UNIT 1
- CROWN OAKS
- CROWN OAKS 1ST ADD
- CROWN POINT BY THE SPGS
- CRYSTAL CREEK UNIT 2
- DANBURY MILL UNIT 1
- DANBURY MILL UNIT 3A
- DES PINAR ACRES
- DEVONSHIRE
- DON PABLO TWNHMS AT MYRTLE STREET
- EAST LAKE VILLAGE
- ENTZMINGER FARMS ADD 3
- ENTZMINGERS ADD 1
- EVERGREEN PLACE
- FAIRWAY VILLAS
- FOREST OAKS VILLAGE
- GOVERNORS POINT PH 2
- GOVERNORS POINT PH 3 SEC 1
- GOVERNORS POINT PH 3 SEC 2
- GROVE ESTATES
- HANOVER POINTE
- HANOVER POINTE REP – REP
- HARBOUR ISLE SUB
- HENSONS ACRES REV OF BLK A
- HIDDEN OAK ESTATES
- HIGHLAND HILLS
- HIGHLAND HILLS 1ST REP
- HUNTERS POINT SEC 2 PH 2
- JENNIFER ESTATES
- KNOLLWOOD
- KNOLLWOOD 2ND ADD
- KNOLLWOOD 3RD ADD AMD
- LAKE BRANTLEY ISLES 2ND ADD
- LAKE VISTA AT SHADOWBAY
- LAKE WAYMAN HEIGHTS LAKE ADD
- LAKEWOOD POINTE OFFICE PARK A LAND SITE CONDO
- LANDINGS THE
- LONGDALE
- LONGDALE FIRST ADD
- LONGWOOD
- LONGWOOD CLUB
- LONGWOOD GREEN AMD
- LONGWOOD GREEN HILLS
- LONGWOOD NORTH
- LONGWOOD PARK
- LONGWOOD PLANTATION
- MANDARIN SEC 5
- MANDARIN SEC 8
- MANDARIN SECTION 5
- MARKHAM GLEN
- MARKHAM MEADOWS
- MEREDITH MANOR NOB HILL SEC
- MOLNARS ADD TO LONGWOOD
- MONTEREY SOUTH
- MYRTLE LAKE HILLS
- NORTHRIDGE
- NORTHRIDGE RESERVE
- OAK GROVE PARK
- OAKMONT RESERVE
- OAKMONT RESERVE PH 2
- PALM SPGS CONDO AT THE SPGS
- RANGELINE WOODS
- RAVENSBROOK
- 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
- ROBINWOODS
- SABAL POINT AMD
- SABAL POINT AT SABAL GREEN
- SABAL POINT SABAL CREEK AT
- SABAL POINT SABAL GLEN AT
- SABAL POINT SABAL RIDGE AT
- SABAL POINT SABAL TRAIL AT
- SABAL POINT WHISPER WOOD AT UNIT 2
- SAN MARCO VILLAS A CONDO
- SANLANDO SPGS
- SANLANDO SPGS LAKE OAKS SEC
- SANLANDO SPRINGS
- SHADOW HILL
- SHADOWBAY UNIT 1
- SHADOWBAY UNIT 2
- SHADOWBAY UNIT 2 PH 2
- SKY LARK SUB
- SKY LARK UNIT 2 REP
- SLEEPY HOLLOW
- SLEEPY HOLLOW 1ST ADD
- SPRING RUN PATIO HOMES
- SPRINGS PALM SPGS SUB
- SPRINGS THE
- SPRINGS THE DEERWOOD ESTATES
- SPRINGS THE LIVE OAK VILLAGE
- SPRINGS THE LIVE OAK VILLAGE 1ST ADD
- SPRINGS THE SHADOWOOD VILLAGE
- SPRINGS WHISPERING PINES
- SPRINGS WHISPERING PINES SEC 1
- SPRINGS WHISPERING PINES SEC 2
- SPRINGS WILLOW RUN SEC THE
- SPRINGWOOD
- SPRINGWOOD VILLAGE
- SWEETWATER CLUB
- SWEETWATER CLUB UN 1-A
- SWEETWATER CLUB UNIT 1
- SWEETWATER CLUB UNIT 1-A
- SWEETWATER CLUB UNIT 2
- SWEETWATER CLUB UNIT 4
- SWEETWATER OAKS
- SWEETWATER OAKS SEC 03
- SWEETWATER OAKS SEC 04
- SWEETWATER OAKS SEC 06
- SWEETWATER OAKS SEC 07
- SWEETWATER OAKS SEC 13
- SWEETWATER OAKS SEC 15
- SWEETWATER OAKS SEC 18
- SWEETWATER SPGS
- SWEETWATER SPRINGS
- TERRA OAKS
- THE ENTERPRISE BLDG A CONDO
- THE SPRINGS
- TIBERON COVE
- WEKIVA CLUB ESTATES SEC 10
- WEKIVA COUNTRY CLUB VILLAS
- WEKIVA COVE PH 1
- 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 2 FOX HUNT SEC 2
- WEKIVA HUNT CLUB 3 FOX HUNT SEC 3
- WEKIVA HUNT CLUB CONDO
- WEKIVA VILLAS ON THE GREEN 1
- WEST WILDMERE
- WILDMERE
- WILDMERE MANOR
- WILDMERE PH 1
- WILDMERE VILLAGE
- WINDSOR AT SABAL WALK A CONDO
- WINDTREE WEST
- WINGFIELD NORTH 2
- WINGFIELD RESERVE PH 2
- WINSOR MANOR
- WINSOR MANOR 1ST ADD
- WOODLANDS SEC 4
- WOODLANDS SEC 5
Market Summary
Current real estate data for Single Family in LONGWOOD as of May 01, 2026
208
Single Family Listed
71
Avg DOM
274
Avg $ / SqFt
$807,966
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 $274. The average listing price for Single Family in LONGWOOD is $807,966. To schedule a showing of MLS#o6401472 at 3 OLD POST ROAD in LONGWOOD, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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 CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti 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

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