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Overview

5 bd4 ba5,283 sqft2 car garageSingle Family
TypeSingle Family
HOANone listed
Built1961
Lot116,329 sqft
Living area5,283 sqft
Price / sqft$615
Garage2 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Crown MoldingEat-in KitchenHigh CeilingsLiving Room/Dining Room ComboOpen Floorplan

5583 Jessamine Ln is a 1961-built home in Lake Jessamine, Orlando. Inside you'll find 5 bedrooms, 4 bathrooms, and 5,283 square feet of living space. Listed at $3,250,000 (about $615/sqft), 32 days on market. Flood zone X and AE - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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!!!

The essentials

Built
1961
Price / sqft
$615
On market
127 days
Annual tax
$13,704
Flood zone
X AND AE · Low risk
Lot
116,329 sqft
Type
Single Family Residence

At a glance

Single family
Built 1961
Waterfront
Lake Front
Private pool
Heated
2 car garage
Boat
2.67 acres
Lot size

Payment

Est. monthly payment
$19,717/mo
Down payment (20%)
$650,000
Property taxes
$1,142/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1961
Lot
116,329 sqft
Cooling
Central Air
Heating
Central
Parking
Boat, Guest, Oversized
Pool
Gunite, Heated, In Ground
Waterfront
Lake Front
Days on Market
127
Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Crown Molding
Eat-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)
Dishwasher
Dryer
Ice Maker
Microwave
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator
Elementary
Pineloch Elem
Middle
Memorial Middle
High
Oak Ridge High

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone X and AE
Annual Tax (2025)
$13,704
Parcel #
14-23-29-0000-00-054

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Lake Jessamine
County
Orange
MLS Area
32839 - Orlando/Edgewood/Pinecastle
Lot Size
116,329 sqft
Cul-De-SacCity LimitsOversized LotPaved

Price history

Date
Event
Price
6/4/2026
Listed for sale
Source: Stellar MLS #O6414379
$3,250,000
$615/sqft

Neighborhood

5583 Jessamine Ln
Orlando, FL, 32839 · 32839 - Orlando/Edgewood/Pinecastle

Market insights

Offer Insights

Choose an offer strength

List price: $3,250,000
$3.23M – $3.25M
99.5% – 100% of listTops out right at the list price
80% of listList price
43 of the last 62 home closings in 32839 landed at this number or higher (69%). The median one sat 28 days before it went under contract, and this one is on day 127.

Sample: 62 closed home sales in 32839 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$19,717/mo
Principal & interest$16,950
Property taxes$1,142
Insurance$1,625
Down payment20% · $650,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$3,250,000

$615 per sq ft

Beds and baths

5 beds, 4 baths

Size

5,283 sq ft

Time on market

127 days

Year built

1961

Monthly payment

About $19,717/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $13,704 annual tax bill, insurance.

Flood zone

Zone X AND AE

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

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Have another question?

Brokered byDENIZ REALTY PARTNERS LLCListing agent: Joseph DavisListing data from Stellar MLS, MLS# O6414379.

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