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Cyndi Ritchey
Cynthia Ritchey, LLC
REALTOR®, SRES, ABR, SFR, RSPS, RENE, PSA, C2EX
Cell: (386) 319-0777
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5583 Jessamine Lane, Orlando, FL 32839

$3,250,000
  • 5583 Jessamine Lane, Orlando, FL 32839 Main Photo

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New to the Market Active
BEDS5 BATHS4 full SQUARE FEET5,283 MLS#O6414379
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONLAKE JESSAMINE

Property Description

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!!!

5583 Jessamine Lane | MLS# O6414379

This single family home located at 5583 Jessamine Lane, Orlando, FL 32839 is currently listed for sale with an asking price of $3,250,000. This property was built in 1961 and has 5 bedrooms and 4 full baths with 5283 sq. ft. Jessamine Lane is located in the LAKE JESSAMINE subdivision. Search LAKE JESSAMINE real estate on cyndiritchey.adamscameron.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central
Home Style: Contemporary
Lot Size: 2.67 Acres
Roof Type: Built-Up
Stories: 2.0
Taxes: $13,703
Year Built: 1961

Amenities

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)

Feature Descriptions

Additional Rooms: Bonus Room, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility
Appliances: Dishwasher, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Body of Water: LAKE JESSAMINE
Directions: Heading east on I4, take exit 80 turning right onto 441. Turn left onto Holden Ave. Turn right onto Jessamine Ln. Turn left to stay on Jessamine Ln. It's at the end of the street.
Exterior: Block, Concrete
Fencing: Fenced
Fireplace: Family Room, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X and AE
Flooring: Laminate, Tile
Foundation: Slab
Frontage Lake: 113
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: Cul-De-Sac, City Limits, Oversized Lot, Paved
Lot Dimensions: 2.67
Other Equipment: Irrigation Equipment
Other Structures: Guest House
Ownership: Fee Simple
Parking: Boat, Guest, Oversized
Parking Notes: Boat, Guest, Oversized
Patio/Porch: Covered, Deck, Patio, Porch
Pets Allowed: Yes
Pets Restrictions: Buyer to verify restrictions with county.
Pool: Gunite, Heated, In Ground
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Septic Tank
Showing Instructions: Coming Soon - Allowing Showings,24 Hour Notice, Appointment Only, Combination Lock Box, Listing Agent Must Accompany, ShowingTime
Spa: Heated
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Cable Available, Electricity Available, Natural Gas Available, Water Available
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Canal/Lake For Irrigation, Public
Water Access: Lake
Water Access Y/N: Yes
Waterfront Features: Lake Front, Lift, Lift - Covered, Seawall - Concrete, Skiing Allowed
Water View: Lake
Windows: Skylight(s), Blinds
Zoning: R-1AA

Room Sizes

Living Room: 19.1x27.9
Dinette: 15.9x14.1
Family Room: 10.6x17.7
Dining Room: 29.6x19.3
Kitchen: 16.1x17.7
Primary Bedroom: 17.1x16.2
Primary Bathroom: 13.2x11.3
Laundry: 10.2x11.2
Bathroom 2: 5.3x8.2
Bedroom 2: 14.9x12.5
Bedroom 3: 118x15.4
Office: 10.2x8.5
Bathroom 3: 10.5x11.2
Balcony/Porch/Lanai: 29.8x13.8

Local Schools

High School: Oak Ridge High
Middle School: Memorial Middle
Elementary School: Pineloch Elem

Listed By / Shown By

Listed By

Agency Name: DENIZ REALTY PARTNERS LLC
Agency Contact: 407-704-0780

Shown By

Agent Name: Cyndi Ritchey
Agent Phone: Cell: (386) 319-0777
Agency Title: Adams Cameron & Co. REALTORS

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Estimated Payment

$ 19,387.70 per month $17,297.86 Principal & Interest $1,141.92 Property Tax $947.92 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/20/2026. The listing information on this page last changed on 06/20/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 06/20/2026 12:01:10 AM EST) or Miami MLS (last updated Fri 06/19/2026 11:49:38 PM EST) or Stellar MLS (last updated Fri 06/19/2026 11:45:23 PM EST) or Daytona MLS (last updated Fri 06/19/2026 11:36:48 PM EST) or Tallahassee MLS (last updated Fri 06/19/2026 10:48:18 PM EST) or Northeast Florida MLS (last updated Fri 06/19/2026 11:58:58 PM EST) or My State MLS (last updated Fri 06/19/2026 11:30:12 PM EST) or Florida Keys MLS (last updated Fri 06/19/2026 8:29:54 PM EST). Real estate listings held by brokerage firms other than Adams Cameron & Co. REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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