Top Neighborhoods to Buy in Kissimmee, FL [2025 Edition]

by Bernard Jackson

🏡 Where Should You Buy in Kissimmee, FL? Discover 2025’s Top Neighborhoods for Homebuyers

Still renting in 2025. Here is why owning in Kissimmee could be your smartest move. Visual comparisons. Neighborhood scorecards. Bilingual guidance. Renter to Owner in 90 days.

ZIPs: 34741 • 34744 • 34746 • 34747 • 34758 Renters • Families • Investors Spanish • English
Ownership Path
90 Days
Guided by Bernard, REALTOR®
Monthly Buyer Consults
25+
Renters to Homeowners
Service Areas
Kissimmee • Poinciana • Davenport
Central Florida focus

Why Kissimmee

Kissimmee sits in the heart of Central Florida’s growth. You are close to Disney, Orlando International Airport, major medical centers, and year-round entertainment. The city delivers community amenities, multicultural energy, and strong value for buyers who want convenience without sacrificing lifestyle.

Rent vs Mortgage Snapshot

Rent Mortgage $2,200 $2,050

Illustrative example for a typical 3 bed home. Your payment will vary by price, taxes, insurance, and rate. Ask for a tailored scenario.

Commute to Key Destinations

Disney 25m MCO 30m Downtown 35m

Times vary by neighborhood and traffic. Let us map your commute during a tour.

Español: ¿Sigues rentando. Con programas de asistencia y opciones de pago inicial bajo, tu casa en Kissimmee puede ser realidad. Llamemos hoy.

Top Kissimmee Neighborhoods for 2025

Remington

Gated • Golf • Family

Median Price: ~ $410,000

Ideal Buyer: Families and professionals who want amenities, security, and schools.

Pros:

  • 18 hole golf course with clubhouse and pool
  • Fitness center, tennis, and walking paths
  • Quick access to Neptune Rd and Turnpike

Consider:

  • Higher HOA due to amenities
  • Homes can sell fast at entry price points

Is this for you

  • You want a polished, HOA maintained community
  • You prefer quiet streets and outdoor recreation
  • You value a 25 minute drive to Orlando

Lake Toho Area

Waterfront • Nature

Median Price: ~ $445,000

Ideal Buyer: Nature lovers, remote workers, and retirees who want serenity and scenery.

Pros:

  • Boating, fishing, and sunrise views
  • Near Lakefront Park and trails
  • Quiet pockets with small town feel

Consider:

  • Limited new construction on the water
  • Longer drives to I 4 corridors

Is this for you

  • You want waterfront living within reach
  • You enjoy parks, fishing, and weekend markets
  • You do not mind extra minutes of commute for peace

Storey Lake / Crystal Cove

Resort • Gated • Rentals

Median Price: ~ $480,000

Ideal Buyer: Investors and families who want resort amenities near Disney.

Pros:

  • Resort clubhouse, lazy river, fitness center
  • Minutes to theme parks
  • Potential for short term rental income where allowed

Consider:

  • Confirm HOA and STR policies before investing
  • Premium pricing for newer builds with amenities

Is this for you

  • You want a newer gated environment
  • You plan to offset costs with STR where permitted
  • You value being near attractions

Campbell City

Up and Coming • Value

Median Price: ~ $310,000

Ideal Buyer: First time buyers, investors, and families seeking value and space.

Pros:

  • Larger lots and flexible HOAs
  • Good price entry relative to region
  • Future growth along Pleasant Hill corridor

Consider:

  • Light construction activity and evolving retail
  • Verify utilities and zoning for projects

Is this for you

  • You want affordability with upside
  • You like extra yard space
  • You can wait for amenities to mature

Pleasant Hill Corridor

Suburban • New Builds

Median Price: ~ $365,000

Ideal Buyer: Families and commuters who want new construction and convenient shopping.

Pros:

  • New schools, parks, and retail
  • Multiple communities with amenities
  • Direct access to John Young Pkwy

Consider:

  • HOA and CDD may apply
  • Peak traffic during school hours

Is this for you

  • You want newer homes with warranties
  • You need easy access to schools
  • You prefer amenity focused living

Historic Downtown Kissimmee

Walkable • Charm

Median Price: ~ $335,000

Ideal Buyer: Young professionals, creatives, and retirees who value character and community.

Pros:

  • Brick streets, cafés, and festivals
  • Close to SunRail and Lakefront Park
  • Unique homes with personality

Consider:

  • Older homes may need updates
  • Limited garage counts on some streets

Is this for you

  • You want walkability and weekend markets
  • You appreciate historic details
  • You are open to cosmetic updates

Kissimmee vs Davenport vs Orlando

City Avg Home Price Commute to Disney Lifestyle Ideal Buyer
Kissimmee $385K 20 to 25 min Balanced, family oriented First time buyers and families
Davenport $360K 25 to 30 min Suburban growth Investors and commuters
Orlando $425K 15 to 20 min Urban with entertainment Professionals and relocators

Prices are illustrative. I will provide a data backed snapshot from your preferred price range and financing plan on request.

What Renters Are Missing Out On

Every rent check strengthens your landlord’s equity. Your first mortgage payment can strengthen yours. Imagine waking up in your own home with room for a garden, a patio for weekend cookouts, and a driveway that greets you by name. Picture picking paint colors without permission and hosting family gatherings that feel like milestones. Homeownership is not only a financial step. It is a lifestyle upgrade with stability, pride, and long term wealth.

Equity Growth
Pay yourself with each payment
Payment Stability
Escape yearly rent hikes
Tax Advantages
Ask about deductions and benefits

Español: Imagina despertar en tu propia casa, construir patrimonio y darle a tu familia estabilidad. Demos el primer paso hoy.

FAQs: Buying in Kissimmee 2025

Is Kissimmee safe to buy in 2025

Yes. Communities like Remington, Storey Lake, and Pleasant Hill Corridor have strong HOA standards and attract steady buyer demand.

What are the best family neighborhoods in Kissimmee

Remington, Lake Toho area, and Pleasant Hill Corridor offer parks, amenities, and access to schools that many families appreciate.

Where do most first time buyers move in Kissimmee

Campbell City, Pleasant Hill’s new construction options, and Historic Downtown for character and walkability at approachable prices.

How far is Kissimmee from Disney

Roughly 20 to 25 minutes depending on neighborhood and time of day.

Answers are general guidance. Request a custom neighborhood shortlist tailored to your budget, commute, and schools.

About Bernard Jackson Jr.

Bernard Jackson Jr. is a bilingual REALTOR® with LPT Realty serving Kissimmee, Poinciana, Davenport, Winter Haven, and Lake Wales. Licensed since 2015, Bernard guides first time buyers, renters, and investors with a concierge style experience from search to close. Call or text 321-443-5582 to start your plan.

Do you have a question about Central Florida real estate, or is there a topic you’d like me to research for you

Share on Social Media

GET MORE INFORMATION

Name

Phone*

Message

Bernard Jackson

+1(321) 443-5582

bernardjacksonrealtor@gmail.com

Take the step towards ownership