Section Image Section Image

Explore Similar Homes Within 2 Miles of Downtown Kissimmee, FL

  • /47

    $698,999

    • 8 Beds
    • 5 Baths
    • 3,248 Sq Ft

    2610 Calistoga Ave, Kissimmee, FL 34741

    Indulge in luxury at this beautifully furnished 8-bedroom vacation retreat, located in the exclusive Sonoma Resort in Orlando, just minutes from Disney and next to The Loop, a premier shopping and entertainment hub. With a guest capacity of 18, this home is perfect for large families or groups, even offering pet-friendly accommodations.Upon arrival, you’ll be captivated by the stunning

    Agent Photo

    Laura Teixeira

    NOBSKA REAL ESTATE LLC

    (321) 321-6141

    2610 Calistoga Ave, Kissimmee, FL 34741
  • /30

    $550,000

    • 5 Beds
    • 3.5 Baths
    • 2,636 Sq Ft

    3571 Maple Ridge Loop, Kissimmee, FL 34741

    NEW AC, pool pump, and kitchen renovated with appliances in 2022. New roof and water heater in 2018. Welcome to 3571 Maple Ridge Loop, a spacious and beautifully maintained 5-bedroom, 3.5-bath pool home located in the highly desirable gated community of Forest Edge at Weston Reserve in Kissimmee, FL. With over 2,600 square feet of living space, this two-story home offers the perfect blend of

    Agent Photo

    Bent Danholm

    MAXIM REALTY ORLANDO

    (321) 471-0335

    3571 Maple Ridge Loop, Kissimmee, FL 34741
  • /64

    $825,000 Open Sat 11AM - 2PM

    • 5 Beds
    • 4 Baths
    • 3,497 Sq Ft

    3680 Mt Vernon Way, Kissimmee, FL 34741

    LAKEFRONT 5BD SEQUOIA WITH POOL & SUMMER KITCHEN – PRESERVE AT TAPESTRY!! Welcome to one of the most impressive homes in the highly desired PRESERVE AT TAPESTRY community in Kissimmee! This stunning 2015 BEAZER HOMES SEQUOIA MODEL offers 5 BEDROOMS, 4 FULL BATHS, NEARLY 3,500 SQ. FT. OF LIVING SPACE, and a 3-CAR GARAGE—fully customized and loaded with upgrades. Perfectly positioned on a PREMIUM

    Agent Photo

    Alexander Vazquez

    NONA LEGACY POWERED BY LA ROSA

    (321) 392-0447

    3680 Mt Vernon Way, Kissimmee, FL 34741
  • /48

    $869,000

    • 10 Beds
    • 8 Baths
    • 4,275 Sq Ft

    2618 Calistoga Ave, Kissimmee, FL 34741

    Luxury living in this excellent 10 bedrooms, 8 bathrooms, professionally decorated vacation home with a private screen enclosed swimming pool located in the exclusive Sonoma Resort Community. Conveniently located next to The Loop, a premier shopping and entertainment hub, and minutes away from all greater Orlando major attractions. The ample floor plan provides great space for relaxation and

    Agent Photo

    Consuelo Vilar

    WELCOME HOME REALTY GROUP LLC

    (321) 635-1189

    2618 Calistoga Ave, Kissimmee, FL 34741
  • /26

    $790,000

    • 10 Beds
    • 8 Baths
    • 4,275 Sq Ft

    2613 Calistoga Ave, Kissimmee, FL 34741

    Great opportunity for INVESTORS! This is an Amazing Property for Short Term Rentals or for a Second Home. This luxury house with 10 bedrooms, 8 bathrooms, private pool, with a professional decoration. Located near Disney Parks and Disney Springs, SeaWorld, Universal Studios. Near Supermarkets and The Loop Mall (5 minutes) with restaurants, bars, fashion stores.

    Renato Oliveira LA ROSA REALTY LLC

    2613 Calistoga Ave, Kissimmee, FL 34741
  • /76

    $790,000

    • 5 Beds
    • 5 Baths
    • 3,067 Sq Ft

    2673 Calistoga Ave, Kissimmee, FL 34741

    Fully Renovated 5-Bedroom Pool Home in Gated Sonoma Resort – Turnkey Investment or Dream Residence! Welcome to 2673 Calistoga Ave, a stunning 5-bedroom, 5-bathroom pool home located in the highly sought-after Sonoma Resort, a 24/7 secure gated community in the heart of Central Florida. This beautifully renovated property offers an exceptional blend of modern style, comfort, and functionality.

    Antonio Nouer LA ROSA REALTY LLC

    2673 Calistoga Ave, Kissimmee, FL 34741
  • /41

    $749,900

    • 6 Beds
    • 4 Baths
    • 2,872 Sq Ft

    2623 Calistoga Ave, Kissimmee, FL 34741

    MOTIVATED SELLER - HELP WITH CLOSING COSTS!Investment Opportunity + Vacation Vibes!This FULLY FURNISHED, professionally decorated SHORT-TERM VACATION RENTAL features 6 well appointed rooms, 4 full bathrooms, a PRIVATE POOL, relaxing HOT TUB, and everything TURN-KEY ready! Located in Kissimmee's desirable Sonoma Resort, with it's community pool, hot tub, fitness center, and clubhouse

    Madalay Fleming LA ROSA REALTY KISSIMMEE

    2623 Calistoga Ave, Kissimmee, FL 34741
  • /48

    $799,990

    • 6 Beds
    • 6.5 Baths
    • 3,426 Sq Ft

    2649 Calistoga Ave, Kissimmee, FL 34741

    WHY WAIT FOR A NEW HOME TO BE BUILT, when you can by a PERFECT and FULLY furnished/decorated by a professional interior designer? NEW carpet and a NEW pool heater were recently added to the house. This is a turn-key home where the new owner can make it his/her PERFECT vacation and investment home with VERY little effort and money. Sonoma Resort not only features a perfect community pool, spa and

    Diego Esteves SEVEN REALTY LLC

    2649 Calistoga Ave, Kissimmee, FL 34741
  • /39

    $849,900

    • 8 Beds
    • 5 Baths
    • 3,248 Sq Ft

    2616 Calistoga Ave, Kissimmee, FL 34741

    Prime Location in Sonoma Resort - Get average of 6500 to 7500 per month on short term rental. This home great Jacuzzi with amazing decoration ready to rent! Its a Luxurious Gated Community with Top-Notch Amenities! Welcome to Sonoma Resort, where luxury living meets convenience and security. This exclusive gated community boasts 24-hour security, a clubhouse, a stunning oversized pool, a

    Bruno iarussi SUMMERHILL REALTY GROUP LLC

    2616 Calistoga Ave, Kissimmee, FL 34741
  • /31

    $790,000

    • 8 Beds
    • 5 Baths
    • 3,248 Sq Ft

    2659 Calistoga Ave, Kissimmee, FL 34741

    Stunning Luxury Vacation Villa Just Minutes from Magic KingdomLocated in one of Orlando’s most exclusive and sought-after areas, this spectacular vacation home offers the perfect blend of luxury, comfort, and entertainment. Just minutes from Disney’s Magic Kingdom, it’s the ultimate retreat for families and large groups looking for an unforgettable stay.Key Features:- 6 Bedrooms & 5 Bathrooms –

    Yoja Mirabal ZARIA REALTY GROUP LLC

    2659 Calistoga Ave, Kissimmee, FL 34741
  • /8

    $795,000

    • 8 Beds
    • 5 Baths
    • 3,248 Sq Ft

    2603 Calistoga Ave, Kissimmee, FL 34741

    Amazing 8BR/5BA investment home in gated Sonoma Resort, just 18 mins from Disney & 30 mins to Universal! Fully furnished & short-term rental approved, this beautifully decorated property features warm wood tones, granite counters, chrome finishes & themed bedrooms--Cars, Harry Potter, Disney & more. Two king bedrooms on the main level, including a master suite w/ walk-in shower. Upstairs boasts a

    Kelly DaSilva LAER Realty Partners Bowen/Wellington

    2603 Calistoga Ave, Kissimmee, FL 34741
  • /62

    $725,000

    • 5 Beds
    • 5 Baths
    • 3,067 Sq Ft

    3870 Oakville Ave, Kissimee, FL 34741

    Welcome to this stunning resort-style home in Sonoma Resort at Tapestry, just minutes from Disney. This open-concept home features a modern living area with an electric fireplace, large sliders to a screened-in private pool, and a layout perfect for entertaining. Located in a gated community with clubhouse, gym, and resort pool. Short-term rentals allowed for high ROI. Bonus: The current mortgage

    Kelly DaSilva LAER Realty Partners Bowen/Wellington

    3870 Oakville Ave, Kissimee, FL 34741
  • /42

    $849,990

    • 10 Beds
    • 8 Baths
    • 4,275 Sq Ft

    2621 Calistoga Ave, Kissimmee, FL 34743

    Luxury meets comfort in this PROFESSIONALLY DECORATED and FULLY FURNISHED modern home in the exclusive community of "Sonoma Resort". This extraordinary 10-bedroom, 8-bathroom home is an investor's dream and a haven for those seeking the ultimate primary residence with the Florida lifestyle, just minutes from Orlando’s world-renowned theme parks.Step inside this meticulously designed residence and

    Moraima Simpson LPT REALTY, LLC

    2621 Calistoga Ave, Kissimmee, FL 34743
  • /49

    $925,000

    • 10 Beds
    • 8.5 Baths
    • 4,260 Sq Ft

    2689 Calistoga Ave, Kissimmee, FL 34741

    ***FULLY FURNISHED*** This gorgeous 10 bedroom, 8 bathroom home is situated in the beautiful Sonoma Resort where all residents/guests have access to all of its amenities such as a gym and public pool for large social gatherings! As you walk into this home, you will be greeted with a LARGE open floor plan with the kitchen on the left and the very spacious living room on the right. This home is

    Jeffrey Diaz OLYMPUS EXECUTIVE REALTY INC

    2689 Calistoga Ave, Kissimmee, FL 34741
  • /40

    $905,000

    • 7 Beds
    • 7.5 Baths
    • 4,084 Sq Ft

    3951 Oakville Ave, Kissimmee, FL 34741

    Still some room for negotiation on this WATER FRONT! AMAZING VIEWS. NO REAR NEIGHBORS , PREMIUN, BIGGER LOT! Great location for this amazing fully furnished and upgraded home at this wonderful Sonoma Resort a luxury gated community with 24-hour security, a clubhouse, a large pool, a fitness center, and walking/jogging trails. Located just minutes from the International Airport, Downtown

    Adriana Murcia EXP REALTY LLC

    3951 Oakville Ave, Kissimmee, FL 34741
  • /31

    $465,500

    • 5 Beds
    • 3 Baths
    • 2,288 Sq Ft

    2400 Sue Dr, Kissimmee, FL 34741

    Enjoy peaceful living!!! Welcome to this beautiful NO HOA, 2 story, Pool home located in Renee Terrace. This spacious residence features 5 bedrooms, 3 bathrooms, new roof in 2023, and a beautiful and spacious kitchen. Property is located on a 1/3 acre lot with an inviting front yard. Step outside to your own oasis -a big pool and an oversized covered porch, offering the perfect setting for

    Yaquelin Pou LA ROSA REALTY KISSIMMEE

    2400 Sue Dr, Kissimmee, FL 34741
  • /74

    $615,000 Open Sun 1AM - 4PM

    • 5 Beds
    • 4 Baths
    • 3,416 Sq Ft

    2460 The Oaks Blvd, Kissimmee, FL 34746

    Stunning 5-Bedroom Pool Home on Expansive Corner Lot with Water Views in Golf Community!Welcome to your dream home in the beautifully established Oaks Golf Community—one of Kissimmee’s most desirable neighborhoods. Nestled among mature trees and manicured fairways, this spacious 5-bedroom, 2 full bath, 2 half bath pool home offers 3,416 sq. ft. of luxury, comfort, and convenience. Situated on

    Ernie Plaza Sr KELLER WILLIAMS ADVANTAGE III

    2460 The Oaks Blvd, Kissimmee, FL 34746
  • /98

    $1,750,000

    • 15 Beds
    • 17 Baths
    • 6,374 Sq Ft

    3880 Sonoma Blvd, Kissimmee, FL 34741

    Stunning 15-Bedroom Luxury Vacation Home Near Disney – Perfect for Large Groups & Investors!Welcome to this exquisite 15-bedroom, 16-bathroom vacation home, ideally located in the heart of Kissimmee’s premier tourist district—just minutes from Walt Disney World, Universal Studios, and top attractions!Key Features:- 6,249 sq. ft. of Luxury Living Space – Spacious single-family home built in 2023

    Jianlin Shi PMI PRIME HOME

    3880 Sonoma Blvd, Kissimmee, FL 34741
  • /99

    $1,300,000

    • 5 Beds
    • 4 Baths
    • 4,141 Sq Ft

    1654 Marina Lake Dr, Kissimmee, FL 34744

    Hook, Line, and BITE ! Your reel-y big catch of a home is right here on the natural fishing and hunting shores of Lake Tohopekaliga, one of Central Florida’s finest bass fishing holes! This Mediterranean-style pool and spa villa is a true angler’s paradise — and it’s not just about the bass, it’s about living the good life on the water.Just a cast away from your private dock, you can

    David Good II ROYAL REALTY REAL ESTATE, LLC

    1654 Marina Lake Dr, Kissimmee, FL 34744
  • /59

    $540,000

    • 5 Beds
    • 4.5 Baths
    • 2,891 Sq Ft

    2803 Boating Blvd, Kissimmee, FL 34746

    Welcome to this spacious and light-filled 2,891 sq ft, 5-bedroom, 4.5-bathroom waterfront pool home located in the sought-after Shingle Creek Reserve at The Oaks golf community. Situated on a serene waterway with views from many rooms, this home offers a perfect blend of comfort, style, and functionality. The main-floor primary suite features a walk-in closet, private slider access to the

    Jessica Snyder LPT REALTY, LLC

    2803 Boating Blvd, Kissimmee, FL 34746
  • /31

    $639,000

    • 5 Beds
    • 3 Baths
    • 2,878 Sq Ft

    1521 Gants Cir, Kissimmee, FL 34744

    One or more photo(s) has been virtually staged. ANOTHER PRICE DROP!!! This Seller IS MOTIVATED!!! BRING ALL OFFERS!!! Lovely Cul-de-Sac Pool Home features 5 bedrooms....backyard paradise...all one level and with eye catching features. The entire living area boasts decorative crown molding, chair rails, picture framing, plant shelves, flattering archways and niches, plus picturesque views of the

    Dan Haber CORCORAN PREMIER REALTY

    1521 Gants Cir, Kissimmee, FL 34744
  • /54

    $590,000

    • 5 Beds
    • 3.5 Baths
    • 3,390 Sq Ft

    3039 Boating Blvd, Kissimmee, FL 34746

    NEW ROOF AND NEW POOL SURFACE! Experience the ultimate in luxury living with this stunning 5-bedroom home, perfectly located on a prestigious golf course. Boasting spectacular lake views and a private pool, this residence offers an unparalleled lifestyle of comfort, elegance, and tranquility. This turnkey property comes fully furnished, making it the perfect move-in ready home! The house

    Marcia Abe ALLIANCE REAL ESTATE GROUP

    3039 Boating Blvd, Kissimmee, FL 34746
  • /28

    $499,000

    • 5 Beds
    • 4 Baths
    • 3,546 Sq Ft

    2260 The Oaks Blvd, Kissimmee, FL 34746

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to this spacious 5-bedroom, 4-bathroom *POOL* home with 3,546 sq ft of living space. SELLER MOTIVATED! Built in 2002, this home is situated on a large corner lot and boasts a custom-built pool with a screen enclosure, providing a private retreat with serene pond views in the back. Step inside

    Jorge Trejo KELLER WILLIAMS ADVANTAGE III

    2260 The Oaks Blvd, Kissimmee, FL 34746
  • /68

    $1,650,000

    • 5 Beds
    • 3.5 Baths
    • 3,685 Sq Ft

    1501 Sunset Pointe Place, Kissimmee, FL 34744

    Experience breathtaking Florida LAKEFRONT SUNSETS from this stunning and unique custom home in the exclusive gated community of Sunset Pointe. Situated near shopping, DISNEY/UNIVERSAL/SEA WORLD, major transportation, hospitals, LAKE NONA, and NEO CITY and nestled amongst only 14 properties, this secluded oasis offers the perfect blend of privacy, security and convenience. On the shores of West

    Pam Whitmore PORTFOLIO REAL ESTATE GROUP

    1501 Sunset Pointe Place, Kissimmee, FL 34744
  • /99

    $1,698,800 New Construction

    • 15 Beds
    • 15.5 Baths
    • 6,249 Sq Ft

    3860 Sonoma Blvd, Kissimmee, FL 34741

    Welcome to this spacious brand new home located in the exclusive Sonoma Resort at Tapestry. This luxury property offers 15 bedrooms and 15.5 bathrooms, providing plenty of space for guests. The open-concept living area between the living room, dining area, and kitchen is perfect for entertaining. Enjoy relaxing outside with your own private pool and spa. This property features a game room, a

    Michael Sexton FLORIDA REALTY ASSOCIATES LLC

    3860 Sonoma Blvd, Kissimmee, FL 34741
  • /22

    $450,000

    • 5 Beds
    • 3.5 Baths

    2321 The Oaks Blvd, Kissimmee, FL 34746

    PRICED TO SELL! Very motivated owner. Come see this Golf course Entertainer’s Paradise and the best home offered for sale in the entire The Oaks Subdivision. This 5-bedrooms yes 3-bedrooms 2-Master bedrooms; one master bedroom is downstairs and the other upstairs with their own master bathrooms; 3.5-bathrooms has any and all the upgrades you have been dreaming about for your home dream home. This

    Pamela Olson Pamela Olson Group LLC

    2321 The Oaks Blvd, Kissimmee, FL 34746

Home Trends in Downtown Kissimmee, FL

Housing Trends

Median Sale Price
$345,445
Median Single Family Sale Price
$320,990
Median Townhouse Sale Price
$379,990
Average Price Per Sq Ft
$163
Number of Homes for Sale
1
Last 12 months Home Sales
18
Months of Supply
0.70
Median List Price
$362,745
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
31%
How to Buy a Home How to Finance a Home How to Sell a Home