Maitland Shores Residential Homes for Sale

Maitland Shores is a hidden gem that blends lakefront luxury, architectural charm, and a strong sense of privacy with quick access to Winter Park’s urban conveniences. 

It’s not your typical neighborhood—it’s a boater’s paradise, a history lover’s retreat, and an exclusive lakeside community all in one.

✔ Direct Access to the Winter Park Chain of Lakes – Enjoy Lake Maitland’s pristine waters with private boat docks, waterfront parks, and paddleboarding right in your backyard.
✔ A Blend of Old & New – Find gorgeous historic estates, ultra-modern waterfront homes, and beautifully restored mid-century residences.
✔ Tucked-Away Serenity – Unlike busier Winter Park neighborhoods, Maitland Shores feels like a private retreat, yet it’s minutes from Park Avenue and I-4.
✔ Architectural Variety – The neighborhood features Florida Ranch homes, Mediterranean estates, and custom-built waterfront residences.
✔ Exclusive, Low-Traffic Streets – Small, quiet streets with mature trees make it ideal for walking, biking, and peaceful living.
✔ Boater’s Dream Location – With direct lake access, residents can kayak to Kraft Azalea Garden or boat to Hillstone Restaurant for dinner.
✔ Rich History & Culture – Close to the Maitland Art Center, Waterhouse Residence Museum, and Enzian Theater, offering an artistic and historical charm unique to this area.

Why Buy a Home in Maitland Shores?

If you’re looking for a high-end lakeside home with character, space, and investment value, Maitland Shores is one of the best places to buy.

✔ Waterfront Homes with Private Docks – Many properties have direct access to Lake Maitland, perfect for boaters and water lovers.
✔ More Privacy, Less Crowds – Unlike more touristy areas, Maitland Shores is a residential oasis with minimal traffic and a tightly-knit community.
✔ Rare Architectural Finds – Unlike cookie-cutter neighborhoods, homes here have history, individuality, and unique craftsmanship.
✔ Lake Views from Almost Every Home – Even non-waterfront homes still offer scenic views, lake breezes, and lush landscapes.
✔ Zoned for Top Schools – Close to Dommerich Elementary, Maitland Middle, and Winter Park High, some of the best-rated schools in Central Florida.
✔ A Lifestyle Investment – Whether you’re a boater, a nature lover, or someone who values peace and space, this is an investment in lifestyle as much as real estate.

Why Sell Your Home in Maitland Shores?

If you own a home in Maitland Shores, now is the time to sell. This isn’t just another Winter Park neighborhood—it’s a high-demand, low-inventory lakeside community.

✔ Waterfront Homes Are in High Demand – Buyers are actively looking for direct-lake-access properties in Maitland Shores.
✔ Unique Homes Sell Quickly – Custom-built and historic homes get attention fast, especially from out-of-state buyers relocating to Florida.
✔ Strong Appreciation for Lakefront Real Estate – Homes on the Winter Park Chain of Lakes hold and grow in value better than non-waterfront properties.
✔ Luxury Buyers Are Looking for Space & Privacy – Maitland Shores’ quiet setting, large lots, and custom features attract high-end homebuyers.
✔ Mike Chen Knows the Waterfront Market – Selling a lakefront or luxury home takes specific marketing strategies that Mike Chen specializes in.

Sell Smarter & Buy Better with Mike Chen

Lakefront and high-end real estate require expert marketing, targeted exposure, and precise pricing. Here’s why Mike Chen is the best choice for Maitland Shores:

✔ Luxury & Waterfront Marketing Mastery – Exclusive listings on top-tier real estate platforms plus drone videos, cinematic home tours, and private showings for serious buyers.
✔ Network of High-End Buyers – Many of Mike’s clients are cash buyers, investors, or relocation buyers specifically looking for Winter Park luxury homes.
✔ Boater & Waterfront Home Expertise – Selling or buying a home on the Winter Park Chain of Lakes? Mike understands the added value of boat docks, seawalls, and waterfront upgrades.
✔ Market-Smart Pricing Strategies – Get the best deal without overpricing or underselling. Mike analyzes lakefront sales data and Winter Park’s market trends to price it right.
✔ Seamless, Stress-Free Process – From listing to closing, Mike handles negotiations, inspections, and all the details so you don’t have to.

Make Your Move in Maitland Shores—Let’s Get Started!

📩 Schedule a Free Consultation

TOP NEIGHBORHOODS NEAR MAITLAND SHORES IN WINTER PARK:

Aloma Park / Bel-Aire Pines / Bookshire Heights / Charmont / Eastbrook / Fontainbleau / Glencoe At Lake Killarney / Golfside Villas Condominiums / Kenilworth Shores / Lake Forest Park / Lake Knowles Terrace / Quail Hollow Of Winter Park / Sevilla / Sicilian Shores / Sylvan Lake Shores / Tanglewood / Timberlane Shores / Virginia Heights Condominiums / Waterbridge / Windsong / Winter Park Estates / Winter Park Pines Condominiums

THINGS TO DO IN MAITLAND SHORES

Boat on the Winter Park Chain of Lakes / Dine at Hillstone with Lake Views / Explore the Maitland Art Center / Catch a Movie at Enzian Theater / Visit Kraft Azalea Garden / Tour the Waterhouse Residence Museum / Golf at Interlachen Country Club / Hike at Howell Branch Preserve

WHAT’S NEARBY MAITLAND SHORES

Animal Kingdom – 27.5 mi
Magic Kingdom – 27.0 mi
Epcot – 24.7 mi
Universal Orlando – 16.5 mi
Discovery Cove – 19.2 mi
SeaWorld Orlando – 18.5 mi
Orlando Vineland Premium Outlets – 20.2 mi
Orange County Convention Center – 17.8 mi
Epic Universe – 15.0 mi
Pointe Orlando – 17.3 mi
ICON Park – 15.8 mi
Disney Springs – 22.5 mi
The Mall at Millenia – 18.2 mi
Orlando International Airport – 12.5 mi
Downtown Orlando – 7.5 mi
Kennedy Space Center – 50.8 mi
Port Canaveral – 56.0 mi