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Jim Ruddy Team
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5023 Ashley Parkway, Sarasota, FL 34241

$1,595,000

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Property Description

Nestled amongst stately trees you will discover the coveted community of Ashley. Privacy galore and estate sized homes where each are individually designed to offer sophistication without being overstated. This expansive 4 Bedroom, 2.5 Bath (with addition totaling 6 Bedrooms, 4.5 Baths), offers 5154 sq ft and sits on nearly an acre, creating a true private mini estate. Set back from the road, the home features a long paver driveway and lush landscape that enhance its grand curb appeal. Inviting leaded doors open to an enormous living room with volume ceilings, quadruple sliders overlooking the patio and pool area, seamlessly blending indoor and outdoor living. The formal dining room is elevated by a stunning Murano glass chandelier, and throughout the home you will appreciate the sellers' collaboration with interior designer Anne Folsom Smith, reflected in the thoughtful details and refined finishes. The heart of the home is the well-appointed kitchen, featuring a center island with sink and instant hot water, extensive stone countertops, island cooktop, stainless appliances including double oven, warming drawer and Sub-Zero refrigerator, along with designer cabinetry. An adjoining built-in breakfast nook easily accommodates gatherings of any size. Just steps away, the family room offers a warm and inviting space with propane gas fireplace and custom designer built-ins - perfect for everyday living and entertaining. The primary suite is a true retreat and a statement in design, featuring an oversized jetted tub, custom multi-head shower, instant hot water system, dual vanities, and 2 walk-in closets. All secondary bedrooms are generous in size, including the fourth bedroom, which is currently utilized as a den/office with custom built-ins, offering flexibility to suit your needs. Enhancing the home's versatility is a newer addition featuring a 2-bedroom, 2 bath suite complete with kitchenette and its own washer/dryer. This unique space offers two separate entrances - double doors off the family room that allow it to function as a seamless extension of the living area, as well as a private exterior entrance for added independence and privacy - ideal for multigenerational living, guests, or flexible lifestyle needs. Impact windows on the addition add to this special area. The enclosed pool area provides a serene outdoor escape with a shaded seating area and oversized lanai, perfect for year-round enjoyment. Additional features include a whole house water filter and softener system, central vacuum, 4 HVAC systems (including garage), irrigation system with new tank, electric pool heater, propane generator, 3 garbage disposals, 2 dishwashers, and a new roof installed in 2020. Conveniently located near shopping, dining options, I-75, A-rated schools, golf, and Gulf beaches, this exceptional property is a rare opportunity offering space, privacy, and flexibility in a highly desirable setting.

5023 Ashley Parkway | MLS# A4686640

This single family home located at 5023 Ashley Parkway, Sarasota, FL 34241 is currently listed for sale with an asking price of $1,595,000. This property was built in 1993 and has 6 bedrooms and 4 full and 1 partial baths with 5154 sq. ft. Ashley Parkway is located in the ASHLEY subdivision. Search ASHLEY real estate on jimruddyteam.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Garage: 3 car attached
Heating: Central, Electric, Zoned
Home Style: Contemporary, Custom
Lot Size: 0.96 Acres
Roof Type: Tile
Stories: 1.0
Taxes: $9,622
Year Built: 1993
Square Feet: 5,154

Amenities

Central Vaccum
Crown Molding
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Stone Counters
Tray Ceiling(s)
Walk-In Closet(s)
Window Treatments
Dog Run
Private Yard
Sliding Doors

Feature Descriptions

Additional Rooms: Bonus Room, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Interior In-Law Suite w/Private Entry
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer, Water Filtration System, Water Softener, Whole House R.O. System
Community Features: Deed Restrictions
Directions: Proctor Road east of I-75. Turn right into Ashley. Home on left side of street.
Exterior: Block, Stucco
Fireplace: Family Room, Gas
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Carpet, Ceramic Tile, Laminate
Foundation: Block
HOA Fee: 450/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Flag Lot, In County, Landscaped, Level, Paved
Lot Dimensions: 0.96
Number of Pets: 6
Other Equipment: Irrigation Equipment, Private Yard
Other Structures: Guest House
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener, Garage Faces Side, Guest
Parking Notes: Driveway, Garage Door Opener, Garage Faces Side, Gues
Patio/Porch: Enclosed, Screened
Pets Allowed: Yes
Pets Size: Extra Large (101+ Lbs.)
Pool: Gunite, Heated, In Ground, Lighting, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Security System, Security System Owned, Smoke Detector(s)
Sewer: Public Sewer
Showing Instructions: Appointment Only, Listing Agent Must Accompany
Spa: Heated
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Propane, Sewer Connected, Underground Utilities, Water Connected
Vegetation: Mature Landscaping, Trees/Landscaped, Wooded
Water: Public
Water Access Y/N: No
Windows: Window Treatments
Zoning: OUE2

Room Sizes

Living Room: 21x20
Dining Room: 21x16
Kitchen: 22x19
Family Room: 23x19
Primary Bedroom: 30x16
Bedroom 2: 14x12
Bedroom 3: 14x13
Bedroom 4: 13x12.9
Bedroom 5: 18.1x11
Balcony/Porch/Lanai: 57x45

Local Schools

High School: Riverview High
Middle School: Sarasota Middle
Elementary School: Lakeview Elementary

Listed By / Shown By

Listed By

Agency Name: RE/MAX ALLIANCE GROUP
Agency Contact: 941-954-5454

Shown By

Agent Name: Jim Ruddy Team
Agent Phone: (407) 718-0984
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 8,958.37 per month $7,691.33 Principal & Interest $801.83 Property Tax $465.21 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 03/20/2026. The listing information on this page last changed on 03/20/2026. 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 Fri 03/20/2026 12:14:57 AM EST) or GAMLS (last updated Thu 03/19/2026 11:15:08 PM EST) or Stellar MLS (last updated Thu 03/19/2026 11:59:15 PM EST) or SPC MLS (last updated Thu 03/19/2026 11:20:38 PM EST) or Martin MLS (last updated Thu 03/19/2026 11:38:18 PM EST) or Indian River MLS (last updated Thu 03/19/2026 11:30:30 PM EST) or Daytona MLS (last updated Thu 03/19/2026 11:36:57 PM EST) or Northeast Florida MLS (last updated Fri 03/20/2026 12:08:55 AM EST) or Beaches MLS (last updated Fri 03/20/2026 12:08:04 AM EST) or BORMLS (last updated Thu 03/19/2026 11:16:04 PM EST) or Golden Isles MLS (last updated Thu 03/19/2026 11:26:41 PM EST) or Amelia/Nassau MLS (last updated Thu 03/19/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Thu 03/19/2026 11:42:25 PM EST) or NFLMLS (last updated Thu 03/19/2026 9:07:27 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., 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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