5,886

Pleasant Hill Homes

Section Image Section Image
  • /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
  • /20

    $2,185 per month

    • 3 Beds
    • 2 Baths
    • 1,561 Sq Ft
    • House for Rent

    3281 Fairhaven Ave, Kissimmee, FL 34746

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2329.90. That covers your base rent, $2185.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3281 Fairhaven Ave, Kissimmee, FL 34746
  • /2

    $326,000 Sold Jul 14, 2025

    • 1,260 Sq Ft
    • $259/SF
    • 25 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    4224 Pebbles Throw Dr, Kissimmee, FL 34746

    3-Bedroom/2-Bath Single Family Home for Sale in Storey Creek Community in Kissimmee! Enjoy a comfortable lifestyle in this 3-bedroom, 2-bathroom, single-story home that features: • Spacious Living: High ceiling, three bedrooms, two modern bathrooms, and a two-car garage. • Elegant Interiors: Tile floors, plush bedroom carpeting, 42" cabinets, quartz countertops, and stainless steel

    Sammi Li TOPSKY REALTY INC

    4224 Pebbles Throw Dr, Kissimmee, FL 34746
    • /25

      Est $436,051 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 2,586 Sq Ft

      1876 Ancestry Trail, Kissimmee, FL 34746

      1876 Ancestry Trail, Kissimmee, FL 34746
  • /26

    $415,000

    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft

    4223 Little Owl Ln, Kissimmee, FL 34746

    Welcome to this nearly new home built in 2023, located in the highly sought-after resort-style community of Storey Creek! This beautifully maintained property offers 4 spacious bedrooms and 2 full bathrooms, featuring a modern open-concept layout perfect for both relaxing and entertaining.The bright and inviting kitchen features stainless steel appliances, a central island with quartz

    Louise Mailloux BHHS FLORIDA REALTY

    4223 Little Owl Ln, Kissimmee, FL 34746
  • /23

    $2,150 per month

    • 4 Beds
    • 2.5 Baths
    • 2,531 Sq Ft
    • House for Rent

    3222 Hopewell Dr, Kissimmee, FL 34746

    Great Location! Great House! Must See !!! NEW painting inside! Basic tenant requirements: 650+ credit score, no bad history, no bad rental history, income 3x monthly rent as a household.

    Daniel Zheng CINO INTERNATIONAL INC

    3222 Hopewell Dr, Kissimmee, FL 34746
  • /2

    $300,000 Sold Jul 11, 2025

    • 1,380 Sq Ft
    • $217/SF
    • 31 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    3110 Short Leaf Pine Ct, Kissimmee, FL 34746

    MOTIVATED SELLERS - Will Consider ALL Offers! Spacious 3-Bedroom Home on Expansive Corner Lot in Pineridge Estates, Kissimmee. This 3-bedroom, 2-bath home with a 2-car garage is situated on a fully fenced .4-acre corner lot in the quiet and established community of Pineridge Estates. Step inside to an open floor plan with vaulted ceilings and hard surface flooring throughout—no carpet. The fully

    Melissa Godwin GODWIN REALTY GROUP

    3110 Short Leaf Pine Ct, Kissimmee, FL 34746
    • /17

      Est $318,140 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,267 Sq Ft

      4002 Ambrose Ave, Kissimmee, FL 34746

      4002 Ambrose Ave, Kissimmee, FL 34746
  • /28

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,303 Sq Ft

    2281 Canyon Breeze Ave, Kissimmee, FL 34746

    Charming 3-Bedroom Home in Sedona Phase 1 – Ideal for Airbnb or Personal UseWelcome to 2281 Canyon Breeze Ave, a delightful single-story residence nestled in the sought-after Sedona Phase 1 community of Kissimmee, FL. Built in 2018, this home offers three bedrooms, two bathrooms, and a spacious 1,303 square feet of living space, perfectly designed for modern living.Key

    Hector Rodriguez RODRIGUEZ REALTY TEAM LLC

    2281 Canyon Breeze Ave, Kissimmee, FL 34746
  • /16

    $2,275 per month

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • House for Rent

    4430 Spring Blossom Dr, Kissimmee, FL 34746

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

    4430 Spring Blossom Dr, Kissimmee, FL 34746
  • /2

    $250,000 Sold Jul 10, 2025

    • 1,708 Sq Ft
    • $146/SF
    • 146 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    2804 Grasmere View Pkwy, Kissimmee, FL 34746

    Welcome to this lovely 3 bed 2.5 bath townhome in the heart of Kissimmee. This kitchen is modern with oversized 42" upper cabinets, quartz countertops, and Stainless steel appliances. Downstairs you will find all your living and entertainment areas with vinyl plank & sleek tile floors. A private courtyard great for outdoor entertaining & enjoying the Florida weather is located between the 2 car

    Robert Jones OFFERPAD BROKERAGE FL, LLC

    2804 Grasmere View Pkwy, Kissimmee, FL 34746
    • /29

      Est $333,086 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,444 Sq Ft

      2196 Pocky Way, Kissimmee, FL 34746

      2196 Pocky Way, Kissimmee, FL 34746
  • /52

    $449,500

    • 4 Beds
    • 3 Baths
    • 2,877 Sq Ft

    2644 Maggiore Cir, Kissimmee, FL 34746

    One or more photo(s) has been virtually staged. Welcome to this stunning 4-bedroom, 3-bathroom single-family home in the popular gated community of Brighton Lakes, Kissimmee! Enjoy a spacious and open-concept layout with a good-sized kitchen featuring a breakfast bar and dinette area. There is also a separate formal dining room and living room. The combined kitchen and family room provides ample

    Alexander van Grondelle NEXTHOME LOCATION

    2644 Maggiore Cir, Kissimmee, FL 34746
  • /21

    $2,150 per month

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft
    • House for Rent

    4410 Seven Canyons Dr, Kissimmee, FL 34746

    Available for Move in October15th 2025 with Lawn care included!! This 3 bedroom 2.5 bathroom home is located in Sedona Community on a spectacular lot overlooking the community pool, children's play park and recreational area. This home is bright, modern and comes with many upgrades such as smudge proof appliances, quartz counter tops in the kitchen and bathrooms and tile in the downstairs living

    Jenny Miller PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC

    4410 Seven Canyons Dr, Kissimmee, FL 34746
  • /2

    $320,000 Sold Jul 10, 2025

    • 1,555 Sq Ft
    • $206/SF
    • 175 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    1963 Turtle Dove Ln, Kissimmee, FL 34746

    BACK ON MARKET! Seller is Motivated! Cozy one-story, three bedroom, two bathroom home. The kitchen overlooks the dining and family rooms, this home isperfect for entertaining. The large owner's suite includes a bedroom, bathroom with his and her sinks, and a walk-in closet. The residents in Storey Creek community will enjoy tons of amenities, including sports courts and a swimming pool. HOA

    Yukey Hoo U KEY REALTY

    1963 Turtle Dove Ln, Kissimmee, FL 34746
    • /11

      Est $385,754 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,853 Sq Ft

      2001 Rock Maple Bend, Kissimmee, FL 34746

      2001 Rock Maple Bend, Kissimmee, FL 34746
  • /30

    $487,615 New Construction

    • 4 Beds
    • 2 Baths
    • 1,903 Sq Ft

    2349 Broadwing St, Kissimmee, FL 34746

    Receive up to $60,000 in Flex Cash! Enjoy modern design and peaceful water views in this stunning home from Ashton Woods’ Harmony Collection. Featuring an open-concept layout with luxury vinyl plank flooring in the main living areas, this home includes a versatile den/office space and a chef-inspired kitchen with 42 cabinets and quartz countertops. The backyard overlooks a serene water

    Builder Photo

    Ashton Woods

    Builder

    2349 Broadwing St, Kissimmee, FL 34746
  • /16

    $2,280 per month

    • 4 Beds
    • 2 Baths
    • 1,677 Sq Ft
    • House for Rent

    2743 Creekmore Ct, Kissimmee, FL 34746

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

    2743 Creekmore Ct, Kissimmee, FL 34746
  • /2

    $315,000 Sold Jul 03, 2025

    • 1,773 Sq Ft
    • $178/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1985

    2409 Pinyon Ct, Kissimmee, FL 34746

    A Rare Opportunity with Space, Privacy & Incredible Potential!- Welcome to your future home or investment opportunity—perfectly positioned at the end of a peaceful cul-de-sac on nearly half an acre, with no rear neighbors and room to make your dreams a reality. This spacious 4-bedroom, 2-bathroom residence offers a functional, flowing floorplan with vaulted ceilings, two separate living areas,

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    2409 Pinyon Ct, Kissimmee, FL 34746
    • /20

      Est $396,952 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,334 Sq Ft

      3999 Gooseberry Trail, Kissimmee, FL 34746

      3999 Gooseberry Trail, Kissimmee, FL 34746
  • /57

    $515,000 Open House 9/20

    • 4 Beds
    • 2 Baths
    • 2,213 Sq Ft

    2651 Marshfield Preserve Way, Kissimmee, FL 34746

    What else could you ask for when looking for a home to make it your own?! Apart from all the amenities like Bike trails, fitness centers, water front park, community pool, tennis courts, and sidewalks throughout, at Parkview at lakeshore the family friendly environment is one of the key references of this community. A place that can give you a sense of peace and tranquility in the middle of the

    Oscar Isaac PRIVILEGE REAL ESTATE & INVESTMENTS INC

    2651 Marshfield Preserve Way, Kissimmee, FL 34746
  • /34

    $1,999 per month

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • House for Rent

    4357 Babbling Brook Way, Kissimmee, FL 34746

    Enjoy this beautiful single-story 3-bedroom 2-bathroom home with a free-flowing design shared by the kitchen, dining room, and family room, which extends to a patio for outdoor living. Two secondary bedrooms are conveniently situated near the kitchen, while the generous owner’s suite is tucked at the end for privacy, complete with a walk-in closet. This house is located at the Storey

    Amanda Yuan MULTI CHOICE REALTY LLC

    4357 Babbling Brook Way, Kissimmee, FL 34746
  • /2

    $575,000 Sold Jul 03, 2025

    • 4,155 Sq Ft
    • $138/SF
    • 131 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2004

    3209 Eagle Watch Dr, Kissimmee, FL 34746

    Back on the Market—No Fault of the Seller! This exceptional home passed both inspection and appraisal, but the buyer had to withdraw due to personal reasons—giving you a second chance at your dream home! Nestled on a serene conservation lot, this impeccably maintained two-story home offers the perfect blend of elegance, space, and functionality. Featuring TWO MASTER SUITES—one on each floor—it’s

    Ashley Jimenez LA ROSA REALTY INTERNACIONAL LLC

    3209 Eagle Watch Dr, Kissimmee, FL 34746
    • /11

      Est $384,296 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,334 Sq Ft

      3985 Gooseberry Trail, Kissimmee, FL 34746

      3985 Gooseberry Trail, Kissimmee, FL 34746
  • /50

    $455,000

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    4301 Presidio Way, Kissimmee, FL 34746

    Completely renovated in a sleek, modern style, this custom 4-bedroom, 2.5-bath home offers nearly 2,600 square feet of living space in one ofKissimmee’s most sought-after gated communities with 24-hour security and patrol. Every detail has been thoughtfully updated, from the elegantporcelain tile flooring throughout to the contemporary kitchen featuring stylish gray cabinetry, quartz

    Francis Rinehart ROYAL REALTY REAL ESTATE, LLC

    4301 Presidio Way, Kissimmee, FL 34746
  • /20

    $1,980 per month

    • 4 Beds
    • 2 Baths
    • 1,694 Sq Ft
    • House for Rent

    2767 Eagle Ridge Loop, Kissimmee, FL 34746

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2124.90. That covers your base rent, $1980.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2767 Eagle Ridge Loop, Kissimmee, FL 34746
  • /2

    $605,000 Sold Jul 02, 2025

    • 3,262 Sq Ft
    • $185/SF
    • 111 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1985

    2305 Leeward Cove, Kissimmee, FL 34746

    PRICE REDUCED!! UNDER APPRAISAL VALUE!!!This beautifully remodeled 5-bedroom, 3.5-bath POOL home is a stunning retreat situated on over half an acre in a secure, gated community with exclusive access to Lake Toho.Step into the grand 2-story foyer and be captivated by the soaring vaulted tongue-and-groove ceilings, a stately 2-story fieldstone fireplace mantle, and abundant natural light that

    Jennifer Cobb ROBERT SLACK LLC

    2305 Leeward Cove, Kissimmee, FL 34746
    • /4

      Not Listed For Sale

      LOT B Ham Brown Rd, Kissimmee, FL 34746

      LOT B Ham Brown Rd, Kissimmee, FL 34746
  • /37

    $440,000

    • 5 Beds
    • 2.5 Baths
    • 2,388 Sq Ft

    4399 Babbling Brook Way, Kissimmee, FL 34746

    Dream Home with Modern Elegance and Resort-Style Living-- Welcome to this stunning, newly built 2023 two-story home boasting 5 spacious bedrooms and 2.1 elegantly designed bathrooms. This exceptional property exudes sophistication with its high-end finishes and thoughtful layout.Interior Highlights: Gourmet Kitchen:** Delight in the chef's dream kitchen featuring exquisite quartz countertops

    Roselin Diaz ELITE REALTY, LLC

    4399 Babbling Brook Way, Kissimmee, FL 34746
  • /57

    $2,700 per month

    • 4 Beds
    • 3 Baths
    • 2,115 Sq Ft
    • House for Rent

    1958 Cricket Cradle Dr, Kissimmee, FL 34746

    Welcome to your new home in the highly sought-after Storey Creek community in Kissimmee! This newly built, move-in ready 4-bedroom + office, 3-bathroom single-family home features Lennar’s Heritage model with a unique Next Gen floor plan, offering a flexible layout perfect for multi-generational living or working from home.Home Highlights:4 Bedrooms | 3 Full Bathrooms | Home Office |

    Helen Lei CANAAN REALTY LLC

    1958 Cricket Cradle Dr, Kissimmee, FL 34746
  • /2

    $349,000 Sold Jul 01, 2025

    • 2,118 Sq Ft
    • $165/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    3222 Eagle Creek Ln, Kissimmee, FL 34746

    This charming 4 bedroom 2.5 bath home can be yours. Home sits on a beautiful corner lot. Enter into your formal living room and dining room. Continue to your kitchen and family room combo with eat in space. Great for entertaining. Enjoy the split floorpan for privacy. Located in the desirable Eagle Lakes community, residents enjoy access to a community pool, clubhouse, playground, park, tennis

    Ya-Lan Chien CINO INTERNATIONAL INC

    3222 Eagle Creek Ln, Kissimmee, FL 34746
    • /47

      Est $389,983 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,843 Sq Ft

      1982 Birnham Wood Bend, Kissimmee, FL 34746

      1982 Birnham Wood Bend, Kissimmee, FL 34746
  • /16

    $459,900

    • 4 Beds
    • 2 Baths
    • 1,575 Sq Ft

    3175 Victoria Dr, Kissimmee, FL 34746

    Charming 4-Bedroom Home!! This beautiful 4-bedroom, 2-bathroom home offers 1,575 sq. ft. of comfortable living space and sits on a spacious lot with a large green area perfect for outdoor activities. Conveniently located near the new Valencia College campus, shopping, dining, and major highways. Enjoy the freedom of no HOA and no CDD, giving you more flexibility and fewer restrictions. A great

    Maria Genao Santos VITAL REALTY GROUP INC

    3175 Victoria Dr, Kissimmee, FL 34746
  • /7

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • House for Rent

    2156 Merrybells Dr, Kissimmee, FL 34746

    Welcome to this beautifully appointed mother-in-law suite featuring a spacious bedroom with ample natural light, a full bathroom, and a separate living area ideal for relaxing or entertaining. The suite also includes a kitchenette with modern cabinetry, a dedicated entrance for added privacy, and direct access to the main home when desired. Thoughtfully designed with neutral finishes and tile

    Mayling Marrero KELLER WILLIAMS ADVANTAGE III

    2156 Merrybells Dr, Kissimmee, FL 34746
  • /2

    $520,000 Sold Jul 01, 2025

    • 3,438 Sq Ft
    • $151/SF
    • 51 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2020

    4411 Seven Canyons Dr, Kissimmee, FL 34746

    Experience Luxurious Living an "extra size corner lot" and Exceptional Investment Potential in Serene Sedona. Welcome to this exquisite five-bedroom, three-bathroom estate with 3 car garage, featuring a private In-Law Suite Located just off the entrance, the in-law suite boasts its own kitchen, dinette, laundry, and spacious master suite-offering comfort and convenience for guests, extended

    Ernani Sena ATRIUM REALTY, LLC

    4411 Seven Canyons Dr, Kissimmee, FL 34746
    • /18

      Est $398,365 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,853 Sq Ft

      2031 Rock Maple Bend, Kissimmee, FL 34746

      2031 Rock Maple Bend, Kissimmee, FL 34746
  • /14

    $474,999

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    1848 Ancestry Trail, Kissimmee, FL 34746

    Stunning 4-Bedroom Home with Preserve Views, 3-Car Garage, and Resort-Style Amenities in Storey CreekWelcome to 1848 Ancestry Trail — a beautifully maintained, move-in-ready 4-bedroom, 3-bathroom home offering approximately 2,600 square feet of comfortable living space on a 10,000 sq ft elevated lot with no rear neighbors and breathtaking views of the protected preserve behind the

    Stephen Hachey FLAT FEE MLS REALTY

    1848 Ancestry Trail, Kissimmee, FL 34746
  • /22

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 2,898 Sq Ft
    • House for Rent

    4225 Reaves Rd, Kissimmee, FL 34746

    Beautiful home sits on 5+ ACRES and has many new features!! BRAND NEW exterior & interior paint (including doors, trim, ceiling, closets, walls), NEW LIGHT FIXTURES/FANS 2023, NEW CARPET 2023, NEW FAUCETS 2023, BRAND NEW FRONT DOOR & GARAGE PEDESTRIAN DOOR, as well as fresh landscape beds and front walkway. This kitchen has been COMPLETELY REMODELED with new cabinets, new cabinet pulls, new

    Allyssa Rodriguez LA ROSA REALTY LLC

    4225 Reaves Rd, Kissimmee, FL 34746
  • /2

    $415,000 Sold Jul 01, 2025

    • 1,854 Sq Ft
    • $224/SF
    • 142 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2023

    4247 Little Owl Ln, Kissimmee, FL 34746

    ***$2,000 in lender credits with preferred lender***. This stunning 4-bedroom, 2-bathroom home is located on a spacious corner lot in the desirable Storey Creek community in Kissimmee. Built by Lennar in 2023, this 1,854 sq ft block and stucco beauty features an open-concept floor plan, perfect for modern living and entertaining.As you enter, you'll be greeted by a bright and inviting

    Christeen Haney FLORIDA HOMES REALTY & MORTGAGE

    4247 Little Owl Ln, Kissimmee, FL 34746
    • /19

      Est $407,304 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,334 Sq Ft

      4010 Ambrose Ave, Kissimmee, FL 34746

      4010 Ambrose Ave, Kissimmee, FL 34746

Showing Results 121 - 160, Page 4 of 18

How to Buy a Home How to Finance a Home How to Sell a Home