Resort-style pool with waterfall feature at Lakeside Landings, Oxford FL

Oxford, Florida — Near The Villages

Lakeside Landings Homes for Sale

A gated community of 626 homes — condos, villas, and single-family — with resort-style amenities, a lakefront pavilion, and an active social calendar.

Why Buyers Love Lakeside Landings

Established in the early 2000s, Lakeside Landings is a gated community of 626 homes located in Oxford, FL — just minutes from The Villages town squares. Residents enjoy two pools, a fully equipped clubhouse, fitness center, pickleball courts, tennis courts, a dog park, lake pavilion with dock, and a packed calendar of clubs and social events. The community is professionally managed by Vine Management with an on-site CAM and homeowner services rep.

626 Homes, Gated Entry

Condos, villas, and single-family homes across multiple neighborhood associations, all within a secure gated community with RFID vehicle access.

Two Pools & Lake Pavilion

Enjoy two community pools, a hot tub, and a lakefront pavilion with dock — perfect for fishing, sunset watching, and relaxing outdoors.

Pickleball, Tennis & More

Pickleball courts, tennis courts, a fitness center, billiards room, putting green, and a full clubhouse ballroom. Schedules and hours are subject to change — verify current availability with the community.

Active Social Calendar

Monthly Cabana Nights, book club, water aerobics, yoga, bingo, card games, ladies luncheons, and a welcoming Connections Meet & Greet for new residents.

Home Types Available

Lakeside Landings offers a variety of home styles across multiple neighborhood associations to fit every lifestyle and budget.

Condos & Villas

Low-maintenance attached homes in neighborhoods like Anchor Villas, Dory Villas, and Azalea Grove. Ideal for snowbirds and full-time residents.

Single-Family Homes

Detached homes in neighborhoods including Bowline, Compass Point, Edgewater, Magnolia Place, Melrose Garden, Regatta, Shores, and Windward.

The Enclave

The largest neighborhood with 201 units, managed by Vine Management with its own neighborhood association and dedicated community resources.

Amenities & Community Services

Everything you need is right here — from resort-style recreation to on-site management and emergency services.

Clubhouse & Recreation

The fully equipped clubhouse features a ballroom, billiards room, card room, library, and catering kitchen. Open daily for resident use and private events.

Fitness Center

Cardio machines, free weights, and strength equipment. Access requires your Electronic ID/Access Card. Hours and access procedures are subject to change — verify current details with Vine Management.

Two Pools & Hot Tub

Two community pools plus a hot tub. Pool access procedures, hours, and guest policies are subject to change — verify current rules with Vine Management or the Master HOA.

Lake Pavilion & Dock

A lakefront pavilion with seating, a fishing dock, and scenic views of the lake. Available for resident gatherings and casual use year-round.

Sports Courts

Pickleball courts, tennis courts, bocce ball, shuffleboard, and a putting green. Organized play and open court time available. Schedules are subject to change — verify current programming with the community.

Dog Park

A dedicated fenced dog park for residents and their pets. Dogs must be leashed in all common areas outside the dog park per community rules.

On-Site Management

Vine Management provides a full-time on-site Community Association Manager (CAM) and a Homeowner Services Representative available during business hours.

Emergency & Utilities

Emergency: 911. Non-emergency Sheriff: 352-689-4600. Duke Energy (electric): 800-700-8744. Sumter County Utilities (water/sewer): 352-689-4400. Spectrum (cable/internet): 855-707-7328.

Clubs & Social Activities

Lakeside Landings has one of the most active social calendars in the area. There's something for everyone — from fitness and games to arts and community events.

Fitness & Wellness

Water aerobics, yoga, Zumba, line dancing, and walking groups. Classes are organized by residents and posted on the community bulletin board and website.

Cards & Games

Bingo, bridge, poker, mahjongg, and canasta groups meet regularly in the clubhouse card room. All skill levels welcome.

Arts & Crafts

Painting, crafting, and needlework clubs meet weekly. The library stocks a rotating selection of books available for resident borrowing.

Social Events

Monthly Cabana Nights at the pool pavilion, holiday parties, ladies luncheons, men's club outings, and the Connections Meet & Greet for new residents.

Sports & Outdoors

Organized pickleball, tennis leagues, bocce ball, shuffleboard, fishing from the dock, and golf cart rides to The Villages town squares.

Community Involvement

Resident volunteer committees manage social events, landscaping input, and neighborhood watch. Schedules, fees, rules, amenities, and availability are subject to change — buyers and residents should verify current information with the appropriate association or community management.

Community Boards & Committees

Lakeside Landings is governed by a Master HOA and individual Neighborhood Associations, each with its own elected board. The following boards serve the community.

Governing Board

Master HOA Board

The elected board for the overall Lakeside Landings community. Buyers should verify current responsibilities, fees, and rules with the Master HOA or Vine Management.

Neighborhood Association

Anchor Villas Board

The elected neighborhood board for Anchor Villas. Buyers should verify current fees, rules, and responsibilities directly with the association.

Neighborhood Association

Dory Villas Board

The elected neighborhood board for Dory Villas. Buyers should verify current fees, rules, and responsibilities directly with the association.

Neighborhood Association

Azalea Grove Board

The elected neighborhood board for Azalea Grove. Buyers should verify current fees, rules, and any age or occupancy requirements directly with the association and governing documents.

Neighborhood Association

Bowline Board

The elected neighborhood board for Bowline. Buyers should verify current fees, rules, and responsibilities directly with the association.

Neighborhood Association

Compass Point Board

The elected neighborhood board for Compass Point. Buyers should verify current fees, rules, and responsibilities directly with the association.

Neighborhood Association

Edgewater Board

The elected neighborhood board for Edgewater. Buyers should verify current fees, rules, and responsibilities directly with the association.

Neighborhood Association

Magnolia Place Board

The elected neighborhood board for Magnolia Place. Buyers should verify current fees, rules, and responsibilities directly with the association.

Neighborhood Association

Melrose Garden Board

The elected neighborhood board for Melrose Garden. Buyers should verify current fees, rules, and responsibilities directly with the association.

Neighborhood Association

Regatta Board

The elected neighborhood board for Regatta. Buyers should verify current fees, rules, and responsibilities directly with the association.

Neighborhood Association

Shores Board

The elected neighborhood board for Shores. Buyers should verify current fees, rules, and responsibilities directly with the association.

Neighborhood Association

Windward Board

The elected neighborhood board for Windward. Buyers should verify current fees, rules, and responsibilities directly with the association.

Neighborhood Association (201 units)

The Enclave Board

The neighborhood board for The Enclave, the largest neighborhood in Lakeside Landings with 201 units. Buyers should verify current fees, rules, and responsibilities directly with the association.

Resident Committee

Social Committee

Volunteer-run committee that helps plan and organize community events. Activities and schedules are subject to change — verify current programming with the community.

Review Committee

Architectural Review Committee

Reviews Architectural Request Forms for exterior home or landscaping changes. Buyers should verify current procedures and requirements with the association before planning any modifications.

Resident Committee

Landscaping Committee

Provides resident input on common-area landscaping. Activities and scope are subject to change — verify current information with the community.

What Every Buyer Needs to Know

Key details buyers should be aware of before closing in Lakeside Landings. Verify current fees, rules, and procedures with the appropriate association or Vine Management.

Master HOA + Neighborhood Dues

Every homeowner pays both a Master HOA quarterly assessment and a separate Neighborhood Association quarterly assessment. Amounts vary by neighborhood.

RFID Gate Access

New residents must register with Vine Management for RFID vehicle stickers and an Electronic ID/Access Card for gate, clubhouse, and pool access. Fees and procedures are subject to change — verify current requirements with Vine Management.

Pool Access Procedures

Pool access may require a wristband or access card. Sellers should ask about transferable items at closing. Guest policies and procedures are subject to change — verify current rules with Vine Management.

Architectural Changes Require Approval

Any exterior changes to your home or landscaping require an Architectural Request Form approved by both your Neighborhood Association and the Master HOA before work begins.

Free Lakeside Landings Welcome Guide

View the Lakeside Landings community guide covering amenities, HOA structure, gate access, pool rules, clubs, emergency services, and utility providers — everything a new resident needs to know.

Join the Lakeside Landings Facebook Group

Connect with current residents, get community updates, and ask questions before you buy.

Join the Group

Live MLS Search

Homes for Sale in Lakeside Landings

Active and pending listings updated daily — filtered to Lakeside Landings in Oxford, FL.

Live MLS — active & pending listings
Open in new tab

Independent Website Disclaimer

This website is an independent real estate resource and is not affiliated with, sponsored by, endorsed by, or operated by the Lakeside Landings Homeowners Association, any Lakeside Landings neighborhood association, or Vine Management.

Community information is provided for general informational purposes and may change. Buyers, sellers, homeowners, and residents should independently verify current HOA fees, rules, restrictions, amenities, schedules, association information, and other community details with the appropriate association or management company.

Ready to Find Your Lakeside Landings Home?

As a local Realtor and certified home inspector, Michael J Vanek gives you an unmatched advantage when buying in Lakeside Landings. He knows the community, the HOA structure, and what to look for in every home type. Search active listings or call today for a free consultation.