For Sale
3D Tour3D Tour
Single family home for sale at 4415 Highland Oaks Cir, Sarasota, FL 34235 | MLS# A4705361 | Listing updated on 2026-10-12
Photo 1 of Single family home for sale at 4415 Highland Oaks Cir, Sarasota, FL 34235 | MLS# A4705361 | Listing updated on 2026-10-12
Photo 2 of Single family home for sale at 4415 Highland Oaks Cir, Sarasota, FL 34235 | MLS# A4705361 | Listing updated on 2026-10-12
Photo 3 of Single family home for sale at 4415 Highland Oaks Cir, Sarasota, FL 34235 | MLS# A4705361 | Listing updated on 2026-10-12
Photo 4 of Single family home for sale at 4415 Highland Oaks Cir, Sarasota, FL 34235 | MLS# A4705361 | Listing updated on 2026-10-12
50+
Beds Icon

Virtual Tour

Beds Icon

Street View

$813,000

Monthly Est:$4,047

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,046sqft

4415 Highland Oaks Cir, Sarasota, FL 34235

$4,047/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1988

  • $141.83/mo HOA

  • 15,000 sqft lot

  • $397/sq.ft

Description

Virtually Staged. Welcome to an elevated Sarasota lifestyle in The Highlands at The Meadows, where timeless design, privacy, and resort-style living come together beautifully. This impressive 3-bedroom, 2.5-bath pool home with a NEW ROOF 2026 ,offers approximately 2,046 square feet of thoughtfully designed living space on a generous .34-acre homesite with peaceful golf-course views.

From the moment you enter, the home feels bright, spacious, and refined, with soaring vaulted ceilings, an open-concept layout, abundant natural light, and a desirable split-bedroom floor plan. The kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry
, stone countertops, stainless-steel appliances, and ample prep and storage space.

The living areas flow effortlessly to the private outdoor retreat, where a heated pool and spa, expansive covered lanai, outdoor shower, and tranquil golf-course backdrop create the perfect setting for entertaining, relaxing, and enjoying Florida’s year-round sunshine. The spacious primary suite provides a serene escape with a walk-in closet, beautifully appointed bath, soaking tub, and peaceful views, while the additional bedrooms perfect flexibility for guests, family, or a home office.

Additional highlights include an attached 2-car garage, lush established landscaping, generous outdoor living space, and the peace of mind of a new roof.

Ideally located within sought-after The Meadows, residents enjoy a beautifully maintained community surrounded by lakes, mature landscaping, walking and biking paths, recreational amenities, and an exceptional Sarasota location. Just minutes from UTC shopping and dining, downtown Sarasota, cultural destinations, and the Gulf Coast’s world-renowned beaches, this residence offers the perfect combination of luxury, convenience, and relaxed Florida living.

A rare opportunity to own a beautifully maintained pool home with golf-course views and a new roof in one of Sarasota’s most established and desirable communities.Photos have been virtually Staged .

  • Houzeo last checked: 3 hours ago
  • Listing updated: October 12, 2026 at 12:19 pm
  • Listing Provided by: Marilyn Gioffre (347) 802-5489 | RE/MAX PALM (941) 929-9090
  • Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: A4705361 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Sarasota County

  • City

    Sarasota

  • Neighborhood

    --

  • Year Built

    1988

  • HOA Fees

    $141.83/mo

  • Finished Area

    2,046 sqft

  • Lot Size

    15,000 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    A4705361

  • MLS Status

    Active

  • Days on Market

    48

  • Cumulative Days on Market

    28

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

Meadows Community Association

HOA Fees

$1,702.42/ Annually

Meadows Community Association

HOA Fees

$1,000/ One Time

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Pool Pool

Security Guard Security Guard

Recreational Facilities Recreational Facilities

Management Management

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

  • Great Room

    Level: First

    Area: 420.00 Square Feet

    Dimensions: 20x21

  • Dining Room

    Level: First

    Area: 143.00 Square Feet

    Dimensions: 11x13

  • Kitchen

    Level: First

    Area: 135.00 Square Feet

    Dimensions: 9x15

  • Dinette

    Level: First

    Area: 117.00 Square Feet

    Dimensions: 9x13

  • Primary Bedroom

    Level: First

    Area: 272.00 Square Feet

    Dimensions: 16x17

  • Bedroom 2

    Level: First

    Area: 156.00 Square Feet

    Dimensions: 12x13

  • Bedroom 3

    Level: First

    Area: 168.00 Square Feet

    Dimensions: 12x14

  • Balcony/Porch/Lanai

    Level: First

    Area: 1750.00 Square Feet

    Dimensions: 35x50

Interior

  • Sewer

    Public Sewer

  • Window Features

    Shutters

  • Cooling

    Central Air

  • Heating

    Central, Electric

  • Exterior Features

    Outdoor Shower, Private Mailbox, Sidewalk

  • Flooring

    Ceramic Tile, Luxury Vinyl

  • Appliances

    Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer

  • Interior Features

    Built In Features, Cathedral Ceiling(s), Ceiling Fans(s), Eat In Kitchen, High Ceilings, Living Room/dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk In Closet(s)

Construction

  • Year Built

    Year Built: 1988

  • Home type

    Single Family Residence

  • Construction Materials

    Block

  • Architectural Style

    Ranch

  • Foundation Details

    Slab

  • Roof

    Other, Tile

  • Property Condition

    Completed

Utilities & Energy

  • Parking Features

    Covered, Driveway, Garage Door Opener

  • Laundry Features

    Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

  • Water Source

    Public

  • Utilities

    Cable Connected, Electricity Connected, Natural Gas Available, Public, Underground Utilities

  • Pool Features

    In Ground, Gunite, Outside Bath Access, Screen Enclosure

Other Features

  • Lot Features

    Cleared

  • Community Features

    Buyer Approval Required, Deed Restrictions, Fitness Center, Golf Carts Ok, Golf, No Truck/rv/motorcycle Parking, Park, Playground, Pool, Sidewalks, Tennis Court(s)

  • Subdivision Name

    The Highlands

  • Vegetation

    Mature Landscaping

  • Patio And Porch Features

    Covered, Enclosed, Patio, Screened

Price History

DateEventPrice

09/15/2026

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRA4705361

Listed for Sale

$813,000 +8.40%

$397/sqft

12/08/2022

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRA4548727

Price Decreased

$750,000 -3.10%

$367/sqft

12/08/2022

Source: mls_logoStellar MLS-FL #MFRA4548727

Price Increased

$774,000 +84.29%

$378/sqft

05/11/2016

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRA4143944

Price Decreased

$420,000 -4.33%

$205/sqft

01/27/2016

Source: mls_logoStellar MLS-FL #MFRA4143944

Sold

$439,000 -1.30%

$215/sqft

Show more

Nearby Homes

Based on information from Stellar MLS® through Nov 02, 2026, 02:15PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

Advertising Broker: Fred McGill | Simple Showing, Inc

Skip to Main Content