19

Pleasant Hill Homes for Sale with Acreage

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  • /49

    $985,000

    • 4 Beds
    • 3 Baths
    • 3,001 Sq Ft

    3181 Canter Ln, Kissimmee, FL 34746

    Welcome to your private oasis – a breathtaking 5-acre estate with GUEST HOME/MOTHER-IN-LAW SUITE offers the perfect blend of comfort, entertainment, and outdoor adventure. This stunning 4-bedroom, 3-bathroom home features an inviting open layout, ensuring both style and functionality. Inside, enjoy a dedicated theatre room, perfect for movie nights and relaxing in cinematic luxury. The gourmet

    Jolene Sheive LEGACY REALTY OF CENTRAL FLORIDA LLC

    3181 Canter Ln, Kissimmee, FL 34746
  • /87

    $890,000

    • 5 Beds
    • 2.5 Baths
    • 3,115 Sq Ft

    2851 Granada Blvd, Kissimmee, FL 34746

    Discover the perfect blend of comfort, style, and outdoor living in this beautifully appointed 4-bedroom, 3-bathroom home. Nestled in a beautiful neighborhood of Tohop Estates, this residence offers a spacious layout ideal for both family living and entertaining. Enjoy an open-concept design that seamlessly connects the living room, dining area, and kitchen, creating an inviting space for

    Blanca Hernandez LA ROSA REALTY KISSIMMEE

    2851 Granada Blvd, Kissimmee, FL 34746
  • /73

    $1,050,000

    • 5 Beds
    • 3 Baths
    • 4,557 Sq Ft

    3161 Appaloosa Ct, Kissimmee, FL 34746

    You MUST come see this home for yourself! This home is the textbook definition of a dream home! This is the one-of-a-kind perfect combination of a country home in a city location! With a total of five acres of land, located in a private community with little to no neighbors, enjoy true bliss and serenity of having so much room all to yourself. Entering the gated fence surrounded by a wood fence

    Blanca Armada REMAX PREMIER PROPERTIES

    3161 Appaloosa Ct, Kissimmee, FL 34746
  • /17

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 3,129 Sq Ft

    4261 Twilight Trail, Kissimmee, FL 34746

    Very Unique, Gorgeous Custom-Built Home, situated on 5 acres of land, fenced with NO HOA. NO CDD fees. This amazing property features 3 bedrooms, Den/office/ and 2 1/2 bathrooms, large Master suite, The Master bathroom has a large walk-in shower and Jacuzzi. Huge family room with a brick Fireplace and high ceilings. Charming property has a huge kitchen with stainless steel appliances, granite

    Ralph Carrion LA ROSA REALTY KISSIMMEE

    4261 Twilight Trail, Kissimmee, FL 34746
  • /44

    $975,000

    • 4 Beds
    • 3 Baths
    • 3,252 Sq Ft

    3105 Pastures Rd, Kissimmee, FL 34746

    This stunning property offers a spacious and versatile living experience, perfect for those who value both luxury and functionality. Situated on a serene 5-acre lot, this 4-bedroom, 3-bathroom home is designed to provide a comfortable and private retreat. The highlight of the outdoor space is the screened-in pool, ideal for relaxing and entertaining, surrounded by a well-maintained fenced yard

    Sao Lima DALTON WADE INC

    3105 Pastures Rd, Kissimmee, FL 34746
  • /77

    $1,050,000

    • 5 Beds
    • 5 Baths
    • 5,535 Sq Ft

    1450 Hidden Harbor Ln, Kissimmee, FL 34746

    Enter this Gated Estate Community bordering Lake Toho, with one-plus acre home lots, and find yourself in the middle of "Old Florida" - with century-old Oak Hammock Trees and lush landscaping. An authentically designed Victorian mansion built by a locally renowned Master Builder Thomas Logan, this home is reminiscent of an earlier era with timeless architecture. Old World Charm abounds: A warm

    Kathy Carlson IMAGINATION REALTY, INC

    1450 Hidden Harbor Ln, Kissimmee, FL 34746
  • /23

    $300,000

    • Land
    • 1.23 Acres
    • $243,902 per Acre

    0 Citrus St, Kissimmee, FL 34746

    This is the piece of land you were looking for!!!!!!Water well installed in 2024, Electric-500' of cable trenched underground 3' deep, from street to the property along with a transformer and a 60-amp meter.30 loads of fill dirt. 165' wooden fence 9' tall. 270' plastic fence 6' tall. rail road ties fencing for picnic area. 20x10 gazebo picnic. the 10x20 metal shed on property is not

    Ursula Santana DGL REALTY, LLC

    0 Citrus St, Kissimmee, FL 34746
  • /9

    $225,000

    • Land
    • 1.96 Acres
    • $114,796 per Acre

    3165 Stewart Blvd, Kissimmee, FL 34746

    Large, oversized wooded lot, almost 2acres. Near Lake Toho, the biggest bass lake in this area. Close to shopping, Disney and other entertainment. Check this out today.

    Susan Graves KELLER WILLIAMS REALTY AT THE LAKES

    3165 Stewart Blvd, Kissimmee, FL 34746
  • /39

    $814,000

    • 5 Beds
    • 3.5 Baths
    • 3,764 Sq Ft

    2304 Indian Mound Trail, Kissimmee, FL 34746

    Welcome to 2304 Indian Mound Trail in Kissimmee — a graceful blend of timeless charm and tranquility, nestled within the private, gated community of Hidden Harbor. This stately Colonial-style residence, built in 2002, is set on a beautifully landscaped 1-acre lot with a circular driveway — perfect for welcoming guests with ease and sophistication.Step through the grand columned entryway

    Chris Creegan CREEGAN GROUP

    2304 Indian Mound Trail, Kissimmee, FL 34746
  • /45

    $690,000

    • 4 Beds
    • 3.5 Baths
    • 3,697 Sq Ft

    2003 N Stewart St, Kissimmee, FL 34746

    Welcome to this gorgeous home, located in one of the most peaceful places to live, ''Pleasant Hill Heights Community'', offering a great opportunity between comfort and space.This is the perfect home to enjoy and entertain family and friends, since it offers a big swimming pool and a large parking lot.This home is newly painted inside and outside, has 4 bedrooms, kitchen, living room,

    Franklin Rubio AGENT TRUST REALTY CORPORATION

    2003 N Stewart St, Kissimmee, FL 34746
  • /87

    $724,900

    • 3 Beds
    • 2 Baths
    • 2,790 Sq Ft

    2921 Lake Tohopekaliga Blvd, Kissimmee, FL 34746

    Have you ever wanted to live on your very own property with an acre of land, Maybe 2 plus acres? How about a dock and a lake and let's throw in a screen enclosed covered inground pool! Want more? 1500 square foot Hurricane ready metal workshop with a hydraulic lift and its own Air Conditioner! Let's explore all this in more detail. Interior features a centerpiece kitchen with a tremendous " L"

    Carmen Aridas RE/MAX PRIME PROPERTIES

    2921 Lake Tohopekaliga Blvd, Kissimmee, FL 34746
  • /17

    $199,900

    • Land
    • 1.16 Acres
    • $172,328 per Acre

    0 Lake Tohopekaliga Blvd Unit MFRO6320728, Kissimmee, FL 34746

    Pristine 1.16 acre homesite cleared and ready to build! Rare lakefront property on Lake Tohopekaliga where you can build your own private dock on state land behind the property. No HOA! Property next door is also available to combine parcels for a total of 2.32 acres. City water may be available, Zoned OAR1 for possible agriculture. Lake Toho covering 22,700 acres and spanning 42 miles in

    Carmen Aridas RE/MAX PRIME PROPERTIES

    0 Lake Tohopekaliga Blvd Unit MFRO6320728, Kissimmee, FL 34746
  • /6

    $1,250,000

    • Land
    • 5.02 Acres
    • $249,004 per Acre

    0 Freedom Rd, Kissimmee, FL 34746

    Shovel-ready site approved for 27 townhomes. 27 individual rear-entry townhome lots ready to be platted for BTR or For-Sale community. 20’ lots planned for 2-bedroom to 4-bedroom homes with 2 car garages and 2-car driveways. Site Development Plan approved by Osceola County, engineering CAD plans available, SFWMD ERP issued. Water and sewer extended down Freedom Rd, no lift station or force main

    Mike Palombi COLDWELL BANKER REALTY

    0 Freedom Rd, Kissimmee, FL 34746
  • /16

    $245,000

    • Land
    • 1 Acre
    • $245,000 per Acre

    0 Harbor Rd Unit MFRO6294661, Kissimmee, FL 34746

    Prime 1-Acre Vacant Lot with Lakefront to lake Toho – Harbor Road, KissimmeeBuild your dream single family home in a luxurious Lakefront community! Don’t miss this rare opportunity to own a 1-acre vacant lot on Harbor Road in Kissimmee, Florida, offering stunning Lakefront views and direct canal access to the vibrant Lake Toho. This prime location is perfect for those who enjoy boating

    Chris Creegan CREEGAN GROUP

    0 Harbor Rd Unit MFRO6294661, Kissimmee, FL 34746
  • /8

    $129,990

    • Land
    • 1.05 Acres
    • $123,800 per Acre

    0 Earle Ct Unit MFRS5122190, Kissimmee, FL 34746

    Huge Price Reduction! Discover the perfect opportunity to build your dream home on this stunning property with over 1 acre in an exclusive gated community. Nestled in a peaceful setting, this property offers breathtaking pond views, creating a tranquil backdrop for your future home.Enjoy the privacy and security of a gated entrance while being surrounded by pristine natural beauty and

    Kevin Salvatella ONE TEAM REALTY

    0 Earle Ct Unit MFRS5122190, Kissimmee, FL 34746
  • /9

    $2,500,000

    • Land
    • 8.01 Acres
    • $312,110 per Acre

    4445 Austin Rd, Kissimmee, FL 34746

    This exceptional 8+ acre property presents a rare opportunity for investors, builders, or those seeking a private sanctuary. Whether you envision developing a boutique subdivision—ideal for single-family homes, townhomes, or duplexes—or creating your own secluded paradise, this property offers unmatched versatility. Nestled away from traffic yet conveniently surrounded by established and emerging

    Tim Weisheyer DREAM BUILDERS REALTY

    4445 Austin Rd, Kissimmee, FL 34746
  • /9

    $549,000

    • 4 Beds
    • 2.5 Baths
    • 2,136 Sq Ft

    2831 Rodeo Dr, Kissimmee, FL 34746

    Spacious 4 bedrooms house built in a large corner lot. Privacy fenced backyard within ground pool. Nice Screened Patio Porch where the sunset is delightful. Nice view surrounded with mature trees.

    Juan Carlos Navarro Gordillo LA ROSA REALTY KISSIMMEE

    2831 Rodeo Dr, Kissimmee, FL 34746
  • /2

    $4,700,000

    • Land
    • 12.34 Acres
    • $380,875 per Acre

    4441 Anderson Rd, Kissimmee, FL 34746

    Don’t miss out on this one perfect 12.34 acre property available for residential redevelopment! This property has been approved for 52 single family lots (preliminary site plan available). Option 1: Cost-Effective Enhancement Plan - Estimated Duration: 6 (+-) months - Estimated Seller/Developer Cost: $40,000 This option focuses on achieving significant cost savings while slightly enhancing

    Mark Allen COMMERCIAL REAL ESTATE PROF IN

    4441 Anderson Rd, Kissimmee, FL 34746
  • /2

    $1,500,000

    • Land
    • 5.01 Acres
    • $299,401 per Acre

    0 Pleasant Hill Rd Unit S5058073, Kissimmee, FL 34746

    5+ acres located directly across from the new Valencia College campus and Osceola County' s proposed 370+ acre College Station . Ideal for retail development with more than 300' of frontage on Pleasant Hill Road and exceptional exposure with more than 45,000 AADT. Located on Pleasant Hill Road, directly across from the new Valencia College and north of Bellalago.

    Tim Weisheyer DREAM BUILDERS REALTY

    0 Pleasant Hill Rd Unit S5058073, Kissimmee, FL 34746

Home Trends in Pleasant Hill, FL

Housing Trends

Median Sale Price
$404,495
Median Single Family Sale Price
$410,000
Median Townhouse Sale Price
$345,995
Average Price Per Sq Ft
$201
Number of Homes for Sale
164
Last 12 months Home Sales
294
Months of Supply
6.70
Median List Price
$418,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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