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For sale
$3,250,000
5beds
5,283sqft

5583 JESSAMINE LANE, ORLANDO, FL 32839

5beds
5,283sqft
Single family residence
Built in 1961
2.67 Acres
2 Attached garage spaces
$615 price/sqft

What's special

Welcome to your new dream home! Experience the rare blend of luxury, privacy, and lakefront living with this extraordinary pool home on Lake Jessamine, situated on 2.67 acres with NO HOA. Tucked away on a cul-de-sac behind a gated entry, this remarkable property offers the feeling of a private retreat while still placing you in the heart of Orlando. A long driveway and manicured landscaping create a stunning first impression as you arrive. A spacious two-car garage awaits at the end of the driveway, as well as an in-law suite complete with a kitchenette, to provide the perfect setup for guests or older relatives. Beyond the entry, the home immediately welcomes you with soaring ceilings, dramatic windows flooding the space with natural light, and elegant finishes throughout. A striking accent wall in the foyer sets the tone, while a peaceful koi pond and sanctuary area create the perfect setting for quiet mornings and tranquil reflection. The cozy living room centers around a beautiful fireplace, creating a warm atmosphere for evenings spent with loved ones. Remodeled in 2019 and with new plumbing in 2026, the kitchen is truly the heart of the home and a dream for any culinary enthusiast. Thoughtfully designed with a wraparound breakfast bar, oversized island, crown-molded cabinetry, subway tile backsplash, and top-of-the-line appliances, every detail was curated for both beauty and functionality. A gas range with custom hood and pot filler, spacious walk-in pantry, and abundant storage make entertaining and every day living feel equally effortless. Just behind the kitchen, a wine storage wall adds a elevated design feature perfect for showcasing your collection.The primary suite, located on the first floor, provides private access to the outdoor living area and a spacious walk-in closet with custom storage(2026) and plantation shutters that create the perfect setting to get ready for the day in. The en suite bathroom features a gorgeous freestanding tub, oversized walk-in shower with rain shower head, and a dual sink vanity. Upstairs, a breathtaking floating staircase with floor-to-ceiling windows leads to additional bedrooms and a home office space, ideal for remote work or creative pursuits. Additional bedrooms provide plenty of storage, natural light, and space so everyone in the family can feel at home. Step outside and discover your own private lakeside paradise! The resort-style pool and spa overlook Lake Jessamine, creating an unforgettable backdrop that you'll never grow tired of. A covered patio provides the perfect setting for al fresco dining, while the fenced backyard offers room for four-legged friends and play. Head out onto the lake from your private dock and covered boat lift for endless days on the water. Recent upgrades provide peace of mind, including a new roof in 2019, new exterior & interior paint in 2026, updated electrical and plumbing systems in 2026, and a recently upgraded seawall. Just minutes from I-4, you’ll have quick access to downtown, Orlando International Airport, theme parks, and world-class shopping and dining destinations including Mall at Millenia, Florida Mall, and Costco. This property is more than a home, it’s a private lakefront estate offering luxury, convenience, and the ultimate Florida lifestyle all in one extraordinary setting. Don't miss out on this amazing, well cared for home in an ideal location, schedule your private showing TODAY!!!

85 days
|
1,030
|
53
|
Source: Stellar MLS,MLS#: O6414379MLS LogoOriginating MLS: Lake and Sumter
Travel times

Living Room

Kitchen

Primary Bedroom

Covered Patio

Dining Room

Primary Bathroom

Bedroom

Zillow last checked:

Listing updated:

Listed by:

Joseph Davis 407-325-0162,

DENIZ REALTY PARTNERS LLC 407-704-0780

Source: Stellar MLS,MLS#: O6414379MLS LogoOriginating MLS: Lake and Sumter

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 5
  • Bathrooms: 4
  • Full bathrooms: 4
Rooms
  • Room types: Bonus Room, Den/Library/Office, Family Room, Dining Room, Living Room, Utility Room
Primary bedroom
  • Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
  • Level: First
  • Area: 277.02 Square Feet
  • Dimensions: 17.1x16.2
Bedroom 2
  • Features: Ceiling Fan(s), Built-in Closet
  • Level: Second
  • Area: 186.25 Square Feet
  • Dimensions: 14.9x12.5
Bedroom 3
  • Features: Ceiling Fan(s), Built-in Closet
  • Level: Second
  • Area: 1817.2 Square Feet
  • Dimensions: 118x15.4
Primary bathroom
  • Features: Dual Sinks, Garden Bath, Rain Shower Head, Single Vanity, Tub with Separate Shower Stall, Water Closet/Priv Toilet
  • Level: First
  • Area: 149.16 Square Feet
  • Dimensions: 13.2x11.3
Bathroom 2
  • Features: Shower No Tub, Single Vanity
  • Level: First
  • Area: 43.46 Square Feet
  • Dimensions: 5.3x8.2
Bathroom 3
  • Features: Ceiling Fan(s)
  • Level: Second
  • Area: 117.6 Square Feet
  • Dimensions: 10.5x11.2
Balcony porch lanai
  • Features: Ceiling Fan(s)
  • Level: First
  • Area: 411.24 Square Feet
  • Dimensions: 29.8x13.8
Dinette
  • Level: First
  • Area: 224.19 Square Feet
  • Dimensions: 15.9x14.1
Dining room
  • Features: Ceiling Fan(s)
  • Level: First
  • Area: 571.28 Square Feet
  • Dimensions: 29.6x19.3
Family room
  • Features: Ceiling Fan(s)
  • Level: First
  • Area: 187.62 Square Feet
  • Dimensions: 10.6x17.7
Kitchen
  • Features: Breakfast Bar, Built-In Shelving, Pantry, Kitchen Island
  • Level: First
  • Area: 284.97 Square Feet
  • Dimensions: 16.1x17.7
Laundry
  • Level: First
  • Area: 114.24 Square Feet
  • Dimensions: 10.2x11.2
Living room
  • Level: First
  • Area: 532.89 Square Feet
  • Dimensions: 19.1x27.9
Office
  • Level: Second
  • Area: 86.7 Square Feet
  • Dimensions: 10.2x8.5
Heating
  • Central
Cooling
  • Central Air
Appliances
  • Included: Dishwasher, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Laundry: Inside
Features
  • Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Flooring: Laminate, Tile
  • Windows: Skylight(s)
  • Has fireplace: Yes
  • Fireplace features: Family Room, Wood Burning
Interior area
  • Total structure area: 6,403
  • Total interior livable area: 5,283 sqft
Video & virtual tour

Property

Parking
  • Total spaces: 2
  • Parking features: Boat, Guest, Oversized
  • Attached garage spaces: 2
Features
  • Levels: Two
  • Stories: 2
  • Patio & porch: Covered, Deck, Patio, Porch
  • Exterior features: Irrigation System
  • Has private pool: Yes
  • Pool features: Gunite, Heated, In Ground
  • Has spa: Yes
  • Spa features: Heated
  • Fencing: Fenced
  • Has view: Yes
  • View description: Water, Lake
  • Has water view: Yes
  • Water view: Water,Lake
  • Waterfront features: Lake Front, Lake Privileges, Lift, Lift - Covered, Seawall, Skiing Allowed
  • Body of water: LAKE JESSAMINE
Lot
  • Size: 2.67 Acres
  • Features: Cul-De-Sac, City Lot, Oversized Lot
  • Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
  • Additional structures: Guest House
  • Parcel number: 142329000000054
  • Zoning: R-1AA
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Contemporary
  • Property subtype: Single Family Residence
Materials
  • Block, Concrete
  • Foundation: Slab
  • Roof: Built-Up
Condition
  • New construction: No
  • Year built: 1961

Utilities & green energy

  • Sewer: Septic Tank
  • Water: Canal/Lake For Irrigation, Public
  • Utilities for property: Cable Available, Electricity Available, Natural Gas Available, Water Available

Community & HOA

Community
  • Pet fee: $0 monthly
  • Subdivision: LAKE JESSAMINE
HOA
  • Has HOA: No
Location
  • Region: Orlando

Financial & listing details

  • Price per square foot: $615/sqft
  • Tax assessed value: $1,045,892
  • Annual tax amount: $13,703
  • Date on market: 6/20/2026
  • Cumulative days on market: 51 days
  • Listing terms: Cash,Conventional,FHA,VA Loan
  • Ownership: Fee Simple
  • Total actual rent: 0
  • Electric utility on property: Yes
  • Road surface type: Paved

Price history

DateEventPrice
6/20/2026Listed for sale$3,250,000+392.4%$615/sqft
Source: Stellar MLS #O6414379 Report a problem
1/4/2016Sold$660,000-10.2%$125/sqft
Source: Public Record Report a problem
12/9/2015Pending sale$735,000$139/sqft
Source: Keller Williams - Orlando South #O5397936 Report a problem
10/18/2015Listed for sale$735,000$139/sqft
Source: Keller Williams - Orlando South #O5397936 Report a problem

Public tax history

YearProperty taxesTax assessment
2024$13,304 +3.4%$788,594 +3%
2023$12,870 +2.9%$765,625 +3%
2022$12,507 +1.4%$743,325 +3%
2021$12,330 +0.7%$721,675 +1.4%
2020$12,243 +4.7%$711,711 +6.1%
2019$11,688 +2.4%$670,973 +1.9%
2018$11,409 $658,462 +1%
2017$11,409 0%$651,963 +8.4%
2016$11,409 -0.2%$601,591 +28.9%
2015$11,431 +38.5%$466,616 +2%
2014$8,252 +2.8%$457,681 +1.9%
2013$8,027 -1.5%$449,107 -0.9%
2012$8,153 -3%$453,094 -2.7%
2011$8,406 +8.6%$465,626 -4%
2010$7,739 $485,228 -8.6%
2009-- $530,685 -24%
2008$7,189 -4.1%$698,643 -5.4%
2007$7,497 -2.8%$738,622 +1.9%
2006$7,712 +2.1%$725,100 +11.7%
2005$7,550 +4.6%$649,031 +18.9%
2004$7,219 +18.7%$545,822 +0.2%
2003$6,081 +2.6%$544,866 +25.9%
2002$5,928 $432,700

Find assessor info on the county website

Monthly payment

Est. payment
$22,321/mo
Principal & interest
$16552
Property taxes
$5769
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Estimated market value

Not available

Estimated sales range

Not available

Not available

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 32839

Nearby schools

Pineloch Elementary School
Grades PK-5 • 1.7 miles
5/10
GreatSchools® Rating
Test Score Rating
3/10
Student Progress Rating
7/10
Memorial Middle School
Grades 6-8 • 2.2 miles
4/10
GreatSchools® Rating
Test Score Rating
2/10
Student Progress Rating
5/10
Oak Ridge High School
Grades 9-12 • 1.2 miles
3/10
GreatSchools® Rating
Test Score Rating
4/10
College Readiness Rating
3/10
Student Progress Rating
3/10

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