$1,295,000.00 | 4 bed 3.5 bath 3,862sqft 3,862 square feet 0.68acre lot | 1606 The Oaks Dr, Maitland, FL 32751.

Listed at Prime Holdings Inc

Email: broker@primeholdings.site

Property Type

Single family

 HOA fees

$45/mo

Price per sqft

$335

Garage

2 Cars

Year Built

1979

$200K Price Reduction to Assist with Remodeling!


This custom-built, one-owner modern contemporary residence is tucked away in the tranquil enclave of The Oaks of Maitland, offering privacy, character, and space on over half an acre.

Situated on a quiet cul-de-sac lot, the home features a circular paved driveway and an oversized side-entry garage. Inside, the spacious layout showcases a dramatic vaulted cedar-beamed ceiling in the family room, complemented by a wet bar and a stunning floor-to-ceiling wood-burning stone fireplace—perfect for entertaining or cozy nights in.

The backyard is a serene escape, boasting a private putting green and a picturesque creek stretching 170 feet along the rear property line. The lush landscaping includes mature azaleas, camellias, hibiscus, lilies, staghorn ferns, copper plants, a magnolia tree, tabebuia trees, and a fig tree.

Enjoy deeded access to the Winter Park Chain of Lakes via the neighborhood HOA boat ramp (access to Lake Minnehaha available for a nominal annual fee). Just a short walk to Maitland Community Park, featuring playgrounds, walking trails, tennis courts, and picnic areas.

Key Features:

  • New roof and newer insulated double-hung windows

  • Cherry wood kitchen cabinets, granite countertops, and hot water dispenser at the sink

  • Beautiful 8-panel interior wood doors throughout

  • Flexible floor plan:

    • Entire second floor is a private primary suite with a large walk-through closet, full bathroom, and an attached den/study/exercise space

    • Three additional bedrooms are located on the first floor, one of which is suitable as a primary suite for single-level living

    • The two secondary first-floor bedrooms share a Jack-and-Jill-style bath with individual vanities and toilets

This rare opportunity combines charm, location, and lifestyle—all in one! Schedule your private showing today.


🔹 Schedule a Private Tour Today! Contact our Broker for Availability & Pricing.
🔹 Let’s Make This Home Yours! Book a Viewing or Email Us at 📩info@primeholdings.site, for More Info.
🔹 Don’t Miss Out! Connect with Our Broker Today to Learn More.

Modern Contemporary Retreat in The Oaks of Maitland – Now $200K Price Reduction!


Nestled in the private cul-de-sac of the prestigious Oaks of Maitland, this one-owner, custom-built modern contemporary home offers a rare blend of seclusion, space, and timeless character—all on an expansive 0.68-acre lot with 170 feet of waterfront creek access and deeded access to Lake Minnehaha on the Winter Park Chain of Lakes.

Step inside to discover 3,862 sq. ft. of living space featuring soaring vaulted cedar-beamed ceilings, elegant cherry wood cabinetry, granite countertops, and rich solid wood doors. The family room impresses with a floor-to-ceiling stone fireplace, wet bar, and serene views of the lush, landscaped backyard.

🛏 Bedrooms & Layout

  • 4 spacious bedrooms, including a full-floor upstairs primary suite with den/study/exercise area, large walk-through closet, and private bath

  • First-floor bedrooms include a second potential primary suite for multi-generational or step-free living

  • Total of 4 bathrooms (3 full + 1 half), including a unique Jack-and-Jill setup with dual vanities and toilets

🍽 Living & Entertaining Spaces

  • 11 total rooms, including a formal living and dining room, inside utility, and attic space

  • Kitchen: 12’ x 16’, equipped with cherry cabinets, granite counters, range hood, hot water dispenser, and high-end appliances

  • Dinette: 13.5’ x 11’, ideal for casual meals

  • Dining Room: 13’ x 16.5’

  • Family Room: 22’ x 28’ with fireplace and access to the screened 10’ x 36’ rear porch

🌿 Outdoor Oasis

  • Mature landscaping with azaleas, magnolias, tabebuia, fig trees, lilies, ferns, hibiscus & more

  • Circular paver driveway, oversized 23’ x 30’ garage, and workshop space

  • Private putting green, outdoor grill, and a scenic creek that frames the backyard

  • Rear porch is fully screened—perfect for relaxing or entertaining

🔧 Upgrades & Utilities

  • Newer double-hung insulated windows

  • New roof

  • Flooring includes bamboo, travertine, parquet, wood, and tile

  • Central air & electric heating, electric water heater

  • Laundry rooms inside and in garage, with full hookups

  • Utility services: public sewer, water, electric, sprinkler well, cable, and underground utilities

🛶 Community Perks

  • Annual HOA fee of $550 includes lake access via private ramp

  • Amenities: tennis courts, deed restrictions, sidewalks, and nearby Maitland Community Park with trails, courts, and playgrounds

  • Top-rated schools: Dommerich Elementary, Maitland Middle, and Winter Park High


MLS Status: Active
Tax Year 2024: $14,091
Zoning: RSF-2 | Total Building Area: 4,849 sq. ft.
Architectural Style: Custom / Traditional
Builder: Jerry Johns (1979)


This home offers unmatched character, premier location, and incredible potential for personalized upgrades. With a $200K price reduction, seize this rare opportunity to reimagine your dream space in one of Maitland’s most exclusive neighborhoods.


📞 Contact us today to schedule your private tour.

💲 Financing Summary


Home Price

$1,295,000

Loan Type

30-Year Fixed at 6.707%

Estimated Monthly Payment

$8,395

🔹 Monthly Payment Breakdown

  • Principal & Interest: $6,690

  • Property Tax: $1,174

  • Home Insurance: $486

  • HOA Fees: $45

  • Mortgage Insurance: $0


🏁 Estimated Total Due at Closing: $310,800

  • Down Payment (20%): $259,000

  • Estimated Closing Costs (4%): $51,800


📈 Price History Overview


Date

Event

Price

$/SqFt

Notes

Mar 26, 2025

Price Decreased

$1,295,000

$335/sqft

-$200,000

Feb 22, 2025

Listed

$1,495,000

$387/sqft

+2,391.67% since last sale

Feb 1, 1979

Sold

$60,000

$16/sqft

Public Record

1979

Built

StellarMLS


🏷 Key Property Insights

  • Current Asking Price: $1,295,000

  • Last Sold: 1979 for $60,000

  • Value Growth: +$1,235,000 since last sale

  • Year Built: 1979 (46 years old)

  • 2023 Property Taxes: $6,848

  • Total Recorded Sales: 1


🧾 Tax History Summary


Year

Taxes

Total Assessment

Land

Additions

2023

$6,848

$468,275

2022

$6,489

$454,636

2021

$6,412

$441,394

2020

$6,118

$435,300

2019

$6,330

$425,513

2018

$6,294

$417,579

2017

$6,228

$408,990

2016

$6,163

$400,578

2015

$6,281

$397,793

2014

$6,325

$394,636

2013

$6,124

$388,804

2012

$6,039

$382,305

2011

$5,892

$371,525

2010

$6,065

$393,170

2009

$7,265

$432,277

2008

$5,741

$393,053

2007

$5,755

$381,605


The price and tax history data displayed is obtained from public records and/or MLS feeds from the local jurisdiction.

🌍 Environmental Risk Overview


Risk Factor

Level

Details

Flood Factor

Minimal

No change in the property’s flood risk

Fire Factor

Minimal

Wildfire risk remains unchanged

Heat Factor

Severe

Experienced 7 days above 107°F this year

Wind Factor

Extreme

High risk of severe wind events projected over 30 years

Air Factor

Minor

Risk of poor air quality is gradually increasing


Provided by First Street Foundation

Predict the future by creating it

Join over a thousand investors and start enjoying continuous dividends by investing in our curated listings.

man in white dress shirt sitting beside woman in black long sleeve shirt
man in white dress shirt sitting beside woman in black long sleeve shirt

Top rated by 100+ clients

★★★★★