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.
Pending
$869,000
3 Old Post Rd, Longwood, FL 32779
4beds
2,834sqft
Single Family Residence
Built in 1972
2.58 Acres Lot
$-- Zestimate®
$307/sqft
$33/mo HOA
What's special
Center islandBeautifully remodeled bathNew appliancesSparkling poolStriking decorative-glass double doorsTimeless curb appealCustom cinnamon cabinetry
- 49 days |
- 107 |
- 2 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Karen Arbutine 407-928-3788,
RE/MAX CENTRAL REALTY 407-333-4400
Source: Stellar MLS,MLS#: O6401472
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 252 Square Feet
- Dimensions: 14x18
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 156 Square Feet
- Dimensions: 12x13
Bedroom 4
- Features: Built-in Closet
- Level: First
- Area: 168 Square Feet
- Dimensions: 12x14
Primary bathroom
- Features: En Suite Bathroom, Split Vanities, Tub with Separate Shower Stall, Water Closet/Priv Toilet
- Level: First
Dining room
- Level: First
- Area: 255 Square Feet
- Dimensions: 15x17
Family room
- Level: First
- Area: 480 Square Feet
- Dimensions: 12x40
Florida room
- Level: First
- Area: 1200 Square Feet
- Dimensions: 25x48
Kitchen
- Features: Breakfast Bar, Pantry, Kitchen Island
- Level: First
- Area: 221 Square Feet
- Dimensions: 13x17
Living room
- Level: First
- Area: 486 Square Feet
- Dimensions: 18x27
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Oven, Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
- Laundry: Inside
Features
- Ceiling Fan(s), Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
- Flooring: Carpet, Ceramic Tile, Hardwood
- Doors: French Doors
- Has fireplace: Yes
- Fireplace features: Family Room, Gas
Interior area
- Total structure area: 3,467
- Total interior livable area: 2,834 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 20x24
Accessibility
- 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
Features
- Levels: One
- Stories: 1
- Exterior features: Rain Gutters
- Has private pool: Yes
- Pool features: In Ground, Outside Bath Access, Screen Enclosure
Lot
- Size: 2.58 Acres
Details
- Additional structures: Cabana
- Parcel number: 23202950100000040
- Zoning: A-1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Brick, Stucco, Wood Frame
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1972
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Electricity Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: TRILBY BEND
HOA
- Has HOA: Yes
- HOA fee: $33 monthly
- HOA name: Trilby / John Rolerson
- HOA phone: 321-435-4450
Location
- Region: Longwood
Financial & listing details
- Price per square foot: $307/sqft
- Tax assessed value: $486,090
- Annual tax amount: $305
- Date on market: 4/29/2026
- Cumulative days on market: 40 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/5/2026 | Pending sale | $869,000$307/sqft |
Source: | ||
| 4/29/2026 | Listed for sale | $869,000+122.8%$307/sqft |
Source: | ||
| 10/29/2010 | Sold | $390,000$138/sqft |
Source: Stellar MLS #O4989933 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,497 | $352,305 +2.9% |
| 2024 | -- | $342,376 +3% |
| 2023 | $3,893 +2.6% | $332,404 +3% |
| 2022 | $3,793 -5.6% | $322,722 +3% |
| 2021 | $4,018 +0.8% | $313,322 +1.4% |
| 2020 | $3,987 +1% | $308,996 +2.3% |
| 2019 | $3,949 | $302,049 +1.9% |
| 2018 | $3,949 +0.9% | $296,417 +2.1% |
| 2017 | $3,912 +0.5% | $290,320 +1.4% |
| 2016 | $3,891 -1.8% | $286,339 +1.4% |
| 2015 | $3,962 | $282,372 +1.2% |
| 2014 | $3,962 +4% | $279,149 +1.5% |
| 2013 | $3,811 +6.5% | $275,024 +1.7% |
| 2012 | $3,577 +2.6% | $270,427 +3.2% |
| 2011 | $3,487 +2.4% | $261,991 +2.9% |
| 2010 | $3,406 +3.7% | $254,507 +2.7% |
| 2009 | $3,284 +3.8% | $247,816 +0.1% |
| 2008 | $3,164 -0.5% | $247,568 +3% |
| 2007 | $3,180 -5.8% | $240,357 +2.5% |
| 2006 | $3,376 +1.7% | $234,495 +3% |
| 2005 | $3,321 +0.2% | $227,665 +3% |
| 2004 | $3,313 +0.7% | $221,034 +1.9% |
| 2003 | $3,290 +1.1% | $216,913 +2.4% |
| 2002 | $3,256 +3.8% | $211,829 +4.6% |
| 2000 | $3,137 | $202,420 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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: 32779
Nearby schools
GreatSchools rating
- 9/10Woodlands Elementary SchoolGrades: PK-5Distance: 1.6 mi
- 6/10Markham Woods Middle SchoolGrades: 6-8Distance: 3.4 mi
- 5/10Lake Mary High SchoolGrades: 9-12Distance: 2.6 mi
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Florida
- Seminole County
- Longwood
- 32779
- 3 Old Post Rd




