Houses Florida Sarasota County Osprey Venice/Englewood

$4,500 / Month

3929 Waypoint Ave

Osprey, FL 34229

Today

| Edit

941-993-5892

Bedrooms

3
Bathrooms

3.5
Square Feet

2,115 sq ft
Available

Available Jun 1

Highlights

Heated Spa
Heated Pool
Gated Community
Outdoor Fireplace
Cathedral Ceiling
Den

3929 Waypoint Ave

About This Home

$4,500 deposit, Available Jun 1

ANNUAL RENTAL - Pristine Single family home in the highly sought after community of Bayside in Osprey. The beautiful heated pool home features three bedrooms and three baths as well a private office space. Master bedroom offers an en suite bathroom with dual vanities,walk in shower,oversized walk in closet with built ins. Kitchen is complete with Gas Range,Oversized Island,Quartz Countertops and walk in pantry. Guest bedrooms each have en suite bathrooms too along with one powder bath! Outdoor space is remarkable from the heated pool and spa with southern exposure plus a bonus outdoor kitchen with built in Gas fireplace. Tandem 3 car garage will allow for ample storage for bikes and kayaks. Bayside is a fabulous place to be with opportunity to kayak and paddle board everyday. Bayside also has sunset lovers in mind with a private dock and waterfront sitting area perfect for evening romance. Minutes away from shopping,Venice Beach,Siesta Key Beach,Nokomis Beach and Casey Key Beach. Lots of time to go biking with the new Legacy trail and Oscar Scherer Park. Unfurnished*No smoking* 1st,last & Security for move in! MLS# A4686669

3929 Waypoint Ave is a house located in Sarasota County and the 34229 ZIP Code.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.

* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Home Type

Single Family Detached Home

Year Built

Built in 2017

Bedrooms and Bathrooms

3.5 Bathrooms 3 Bedrooms

Eco-Friendly Details

Reclaimed Water Irrigation System

Interior Spaces

Cathedral Ceiling Den Fireplace Ceiling Fan 2,115 Sq Ft Home

Kitchen

Walk-In Pantry Range Dishwasher Disposal

Laundry

Laundry Room Dryer Washer

Listing and Financial Details

Security Deposit $4,500 Property Available on 6/1/26 12-Month Minimum Lease Term $50 Application Fee Assessor Parcel Number 0148150034 The owner pays for grounds care, laundry, management 8 to 12-Month Minimum Lease Term Residential Lease

Lot Details

9,667 Sq Ft Lot

Outdoor Features

Outdoor Fireplace Enclosed Patio or Porch

Parking

2 Car Attached Garage

Pool

Heated Spa Heated Pool

Schools

Venice Elementary School Laurel Nokomis Middle School Venice Senior High School

Utilities

Central Heating and Cooling System

Community Details

Overview

Property has a Home Owners Association Pinnacle Community Robin Estep Association Bayside Community Bayside Subdivision

Pet Policy

Dogs and Cats Allowed Pet Deposit $300 $300 Pet Fee

Security

Gated Community

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.

One-Time Basics
- Due at Application
  - Application Fee Per Applicant
    
    $50
- Due at Move-In
  - Security Deposit - Refundable
    
    $4,500

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Contact

Listed by Rachel Tritschler | RE/MAX Alliance Group
Phone Number
Contact
Source

Stellar MLS

Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively 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. Copyright © 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved.

Location Get Directions

Schools Restaurants Groceries Coffee Banks Shops Fitness

Neighborhood

The peaceful waterfront community of Venice and Englewood sits on Florida’s west coast overlooking the Gulf of Mexico. Originally established to provide lemon groves, the town retains a natural Old Florida feel with few buildings reaching higher than three or four stories. Fort Myers and Sarasota lie within commuting distance, and Sarasota Bradenton International Airport lies just 30 miles away.

Dotted with charming 50s-style beach homes and vibrant apartment rentals, the area is quintessentially Florida. Back on the mainland, you'll find plenty of golf courses and several parks where residents and visitors can enjoy outdoor activities such as fishing, cycling, and kayaking. With its stunning, unspoiled beaches and a pleasant year-round climate, you’ll feel as though you’re on a permanent vacation when you live in an Englewood/Venice apartment.

Learn more about living in Venice/Englewood

Amenities

Fireplace

Pool

Education

Colleges & Universities			Distance
Colleges & Universities			Distance
Ringling Coll. of Art & Design	Drive:	28 min	14.6 mi
New College of Florida	Drive:	31 min	16.3 mi
SCF, Sarasota, Venice	Drive:	31 min	17.7 mi
SCF, Sarasota, Lakewood Ranch	Drive:	32 min	23.1 mi

3929 Waypoint Ave is within 28 minutes or 14.6 miles from Ringling Coll. of Art & Design. It is also near New College of Florida and SCF, Sarasota, Venice.

Transportation

3929 Waypoint Ave is near Sarasota/Bradenton International, located 17.2 miles or 33 minutes away.

Airports			Distance
Airports			Distance
Sarasota/Bradenton International	Drive:	33 min	17.2 mi

Car-Dependent

Walk Score^®

Out of 100

This area is considered a car-dependent area and most errands will require a car.

Transit Score^®

Out of 100

Somewhat Bikeable

Bike Score^®

Out of 100

You might be able to find places to ride your bike in this area, but you’ll most likely want your car for most errands.

Soundscore^™

Out of 100

Traffic:

Airport:

Businesses:

Score provided by

Scores provided by and

Score provided by

Points of Interest

Time and distance from 3929 Waypoint Ave.

Shopping Centers			Distance
Shopping Centers			Distance
Newton Plaza	Walk:	18 min	1.0 mi
Osprey Plaza	Walk:	20 min	1.1 mi
Osprey Village Shopping Center	Drive:	4 min	1.6 mi

3929 Waypoint Ave has 3 shopping centers within 1.6 miles, which is about a 4-minute drive. The miles and minutes will be for the farthest away property.

Parks and Recreation			Distance
Parks and Recreation			Distance
Oscar Scherer State Park	Drive:	7 min	2.9 mi
Laurel Park	Drive:	10 min	5.3 mi
Pocono Trail Preserve	Drive:	11 min	6.5 mi
Curry Creek Preserve	Drive:	14 min	8.2 mi
Twin Lakes Park	Drive:	20 min	10.4 mi

3929 Waypoint Ave has 5 parks within 10.4 miles, including Oscar Scherer State Park, Laurel Park, and Pocono Trail Preserve.

Hospitals			Distance
Hospitals			Distance
Venice Regional Bayfront Health	Drive:	15 min	8.2 mi
Sarasota Memorial Hospital	Drive:	19 min	10.6 mi
Doctors Hospital of Sarasota	Drive:	21 min	11.1 mi