Location: Kissimmee
Keyword(s): Denn John Middle
Keyword(s) Middle School: Denn John Middle
Do Not Show Listings
2024 CYPRESS BAY BLVD, KISSIMMEE, FL 34743
$294,99978 Days on yellowkey MLS ID: S5145498
REDUCED by $3,000 (1.0%) on 04/24/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1807 Built: 2005Monthly Fee: $217 Tax: $4,589 (2025)Community: Cypress Lakes Twnhms Ph 2 Unit 1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,589
Elementary School: Cypress Elem (K 6)
High School: Gateway High School (9 12)
Tax Year: 2025
Middle School: Denn John Middle
Remarks: Welcome to this spacious and well-maintained 3-bedroom, 2.5-bath townhome located in the gated Cypress Lakes community in Kissimmee. Offering over 1,800 square feet of living space, this home features a functional and comfortable layout with updated flooring, neutral tones, and plenty of natural light throughout. The kitchen is equipped with stainless steel appliances, ample cabinet space, and a convenient breakfast bar that opens to the living and dining areas, making it perfect for both everyday living and entertaining. One of the highlights of this home is the primary bedroom and bathroom conveniently located on the first floor, providing privacy and easy access. Upstairs you will find two additional bedrooms, a full bathroom, and a spacious loft area that works perfectly as a second living room, entertainment space, home office, or play area. This property also includes a garage and assigned parking, and residents enjoy the benefits of living in a gated community with access to a community pool and well-maintained grounds. Ideally located near shopping, restaurants, schools, major highways, and just a short drive to Disney and other Central Florida attractions, this home offers comfort, security, and convenience.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jose Hooker-Gomez (407-272-6986)
2416 CONDADO CT, KISSIMMEE, FL 34743
$340,00027 Days on yellowkey MLS ID: O6403808
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1102 Built: 1995Monthly Fee: $25 Tax: $874 (2025)Community: Monterey Village Ph 1 Unit 2Single Family
Taxes:$874
Remarks: This charming three-bedroom, two-bath single-family home at 2416 Condado Court in Kissimmee’s quiet Monterey Village neighborhood offers 1,102 square feet of comfortable living space, built in 1995 on a spacious lot. It’s conveniently located near major shopping at The Loop and Osceola Parkway outlets, with quick access to the Florida Turnpike and Highway 417 for an easy drive to Orlando’s attractions and downtown. The area maintains a family-friendly vibe with crime rates lower than many Central Florida spots, making it ideal for professionals and families alike.
Listing is courtesy of: ELEVATE REAL ESTATE BROKERS (954-772-3870)
Listing Agent: Kelly Roth (352-514-5045)
2633 DIXIE LN, KISSIMMEE, FL 34744
$274,00331 Days on yellowkey MLS ID: O6402483
0 Days Off yellowkey (back on 5/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1280 Built: 1985 Tax: $1,198 (2025)Community: Mill Run Unit 5Single Family
Taxes:$1,198
Elementary School: Mill Creek Elem (K 5)
Remarks: Under contract-accepting backup offers. Spacious 3-bedroom, 2-bath home featuring high ceilings and an open, airy floor plan with generous living space perfect for everyday living and entertaining. The oversized primary suite offers a walk-in closet and plenty of room to relax. Enjoy outdoor living in the huge fenced backyard complete with a private pool and screened rear porch, ideal for year-round enjoyment. Additional features include a two-car garage and ample yard space for pets, play, or gardening. Conveniently located near shopping, dining, schools, and major roadways.
Listing is courtesy of: LIVE FLORIDA NOW LLC (407-448-7977)
Listing Agent: Dean Erlandson (407-719-5426)
2113 BROOME ST, KISSIMMEE, FL 34743
$365,00059 Days on yellowkey MLS ID: S5146626
3 Days Off yellowkey (back on 4/30/2026)
REDUCED by $4,900 (1.3%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1452 Built: 2024Monthly Fee: $255 Tax: $729 (2025)Community: Soho At Lakeside TownomesTownhouse
Taxes:$729
Remarks: New construction townhome in one of Kissimmee’s fastest-growing and most strategically located areas, just minutes from Lake Nona, Medical City, Orlando International Airport, and major highways including 417, 528, and Florida’s Turnpike. This location offers exceptional accessibility to key employment centers, shopping, dining, and everyday conveniences across Central Florida. This modern residence features a highly functional open-concept layout with 3 bedrooms and 2.5 bathrooms, designed to maximize space, comfort, and natural light. The kitchen serves as the focal point of the home, offering contemporary cabinetry, solid surface countertops, and a large island that seamlessly connects to the living and dining areas, creating an ideal environment for both daily living and entertaining. The primary suite provides a private and spacious retreat with generous closet space and a well-designed bathroom. Additional highlights include tile flooring on the main level, modern finishes throughout, and a two-car garage. The overall design reflects a low-maintenance lifestyle without sacrificing style or functionality. Residents benefit from a professionally maintained community with amenities such as a pool and common areas. The HOA fee of $255/month includes exterior maintenance, common area upkeep, exterior insurance, and basic cable services, offering added convenience and simplified ownership. Positioned in a rapidly expanding area of Osceola County near Valencia College, NeoCity, and major development corridors, this property combines location, design, and accessibility—making it a strong option for buyers seeking a primary residence or those looking to own real estate in a high-demand Central Florida market.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Rudy Morales, Pa (305-454-7821)
1817 MICHIGAN AVE #D, KISSIMMEE, FL 34744
$159,900137 Days on yellowkey MLS ID: S5141290
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973 Tax: $371 (2025)Community: Essex Park Villas CondoCondo
Taxes:$371
Remarks: CENTRALLY LOCATED NEAR KISSIMMEE DOWNTOWN AND COMMUNITY COLLEGE , 30 MINUTES TO WORLD DISNEY WORLD , SEA WORLD AND UNIVERSAL STUDIOS . CLOSE TO SHOPPING CENTER , REATAURANT , BUS STOP AND MUCH MORE . NEW AC AND NEWLY RENOVATED KITCHEN .
Listing is courtesy of: PROFILES INTERNATIONAL REALTY (321-297-8161)
Listing Agent: Monowar Choudhury (407-791-6579)
1615 COLUMBIA ARMS CIR #251, KISSIMMEE, FL 34741
$168,00052 Days on yellowkey MLS ID: S5147234
REDUCED by $2,000 (1.2%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1994 Tax: $2,697 (2025)Community: Columbia Arms CondominiumsCondo
Taxes:$2,697
Elementary School: Central Avenue Elem
High School: Osceola High School
Remarks: Hot water heater and stove are gas. Will not qualify for FHA loans- condo complex is not on FHA approved condo list. Community does not allow for short term rentals. Please check with property management company for pet restrictions. Please use "As-Is" FR/BAR contract. Text the listing agent to set up an appointment.
Listing is courtesy of: R LUGO REALTY (407-346-9920)
Listing Agent: Rosa Hernandez (407-346-9920)
1709 MICHIGAN AVE #C, KISSIMMEE, FL 34744
$139,90038 Days on yellowkey MLS ID: S5148282
INCREASED by $5,000 (3.7%) on 04/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973Monthly Fee: $298 Tax: $2,400 (2025)Community: Essex Park VillasCondo
Taxes:$2,400
Elementary School: Deerwood Elem (Osceola Cty)
Remarks: Excellent opportunity to own a 2-bedroom, 2-bath condominium in the heart of Kissimmee. This property offers approximately 1,118 square feet of living space with a functional layout that includes a combined living and dining area, kitchen, and well-sized bedrooms with natural light throughout.Located within an established community with convenient access to the Florida Turnpike and major roadways, and just minutes from shopping centers, restaurants, supermarkets, and essential services. Additionally, the property is a short driving distance to Orlando’s major theme parks and the Orlando International Airport, making it an ideal option for both primary residence and investment. Seller is open to considering offers. Don’t miss this opportunity.
Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)
Listing Agent: Abel Jimenez (407-452-4119)
948 HACIENDA CIR, KISSIMMEE, FL 34741
$364,50042 Days on yellowkey MLS ID: S5146282
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 2005Monthly Fee: $76 Tax: $5,134 (2025)Community: EstanciaSingle Family
Taxes:$5,134
Elementary School: Thacker Avenue Elem (K 5)
Remarks: 4 bedroom 2 bath home in a gated community. Living/dining room, large kitchen with eating space. 2 car garage. Pond view from the back of the house and conservation view from in part of the front.
Listing is courtesy of: REALTY SERVICES OF AMERICA (407-319-4113)
Listing Agent: Edgar Gonzalez (407-319-4113)
103 DELLWOOD DR, KISSIMMEE, FL 34744
$329,000108 Days on yellowkey MLS ID: S5143443
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1368 Built: 1955 Tax: $5,415 (2025)Community: Dellwood ParkSpa: NoSingle Family
Taxes:$5,415
Remarks: Great price on this beautifully renovated home, updated just three years ago! A proven, well-maintained rental with excellent income potential, this solid block 3-bedroom, 1-bath home offers side-yard parking behind fencing plus EV (electric vehicle) hookups. Renovated throughout, the home features all 3-year old appliances, ceramic tile flooring, a fully updated kitchen with 42” soft-close cabinets and stunning quartz countertops, recessed lighting, ceiling fans, tankless water heater, updated plumbing and electrical, 5/8” drywall, doors, paint, and updated ductwork. A/C (2017) and maintained. Enjoy outdoor living with a large covered back porch overlooking a refinished in-ground pool (2019), outdoor shower, RV concrete pad with electric, water, and security lighting, and a roof with solar attic vent. Additional upgrades include hurricane-certified double-pane vinyl windows. Ideally located near downtown Kissimmee, close to Osceola Parkway for shopping, schools, parks, major attractions, and easy access to both East and West Coast beaches. Move-in ready and investment-friendly—this one won’t last!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Brandy Dileonardo (407-460-2107)
799 HACIENDA CIR, KISSIMMEE, FL 34741
$375,000327 Days on yellowkey MLS ID: O6323880
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1955 Built: 2005Monthly Fee: $76 Tax: $1,859 (2025)Community: EstanciaSpa: NoSingle Family
Taxes:$1,859
Remarks: Welcome to this spacious and versatile 3-bedroom, 2-bathroom pool home located in a desirable gated community. Designed with a thoughtful split floor plan, this home offers privacy and comfort for the whole family. At the front of the home, you’ll find a bright and airy living room and dining room combo—perfect for entertaining or relaxing. The heart of the home features an open kitchen with a cozy breakfast area that flows seamlessly into the family room, creating a warm and inviting space for everyday living. An additional bonus room just off the family room offers endless possibilities—ideal for a home office, playroom, or personal gym. You'll also appreciate the convenience of an inside laundry room. Step outside to your private backyard oasis with a sparkling pool, perfect for enjoying Florida’s sunny days. Located just minutes from Kissimmee Lakefront Park, shopping, sports venues, restaurants, and world-famous theme parks, this home combines comfort, convenience, and fun in one fantastic package. Don't miss your chance to own this beautiful home in a prime Central Florida location! Roof (2018) HVAC (2022)
Listing is courtesy of: KEYSEEKERS REAL ESTATE (727-490-9000)
Listing Agent: Julie Glass (321-436-6881)
2503 HASSONITE ST, KISSIMMEE, FL 34744
$345,000206 Days on yellowkey MLS ID: S5137504
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2018 Built: 2007Monthly Fee: $170 Tax: $1,559 (2024)Community: Amber PointeTownhouse
Taxes:$1,559
Elementary School: Partin Settlement Elem
Tax Year: 2024
Remarks: LOCATION, STYLE AND CONFORT! Welcome to this beautifully maintained 2-story corner townhome in the desirable Amber Pointe gated community. Built in 2007, this spacious 3-bedroom, 2.5-bath home offers 2,018 sq. ft. of thoughtfully designed living space and includes a 2-car garage. The main floor boasts a bright, open layout featuring a spacious living room, a dedicated dining room, and a kitchen with a walk-in pantry and bar seating—perfect for casual dining or entertaining. A bonus room with elegant French door offers the ideal space for a home office or personal gym. There’s also a closet tucked under the stairs for added storage. Flooring on the first level includes laminate throughout, with tile in all wet areas. The wood staircase leads to the upper level, where a decorative accent wall adds style and character. Upstairs, you’ll find all bedrooms, including a large primary suite with tray ceilings, a walk-in closet, soaking tub, and separate shower. A versatile loft with built-in workspace provides a comfortable area for working or studying from home. Flooring includes brand-new carpet in living areas and tile in wet areas. A walk-in laundry room adds everyday convenience. Outside, enjoy a private patio, ideal for relaxing or entertaining. As a corner unit, this home enjoys enhanced privacy and natural light. Community amenities include a pool, clubhouse, and a secure gated entrance all with low HOA fees. Amber Pointe is a gated community located near the turnpike exit, easy access to major highways. MCO airport, restaurants, malls, Lake Nona, and just a short drive to nearby beaches. Theme parks are just 15 miles away. Don’t miss out on this on this great opportunity. Property has been virtually staged, furniture, washer and dryer are not included.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Alexa Burgos (407-401-3590)
2426 TIMOTHY LN, KISSIMMEE, FL 34743
$365,000121 Days on yellowkey MLS ID: O6377132
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1997Monthly Fee: $25 Tax: $6,062 (2025)Community: Westlake Hammock Ph 2Spa: NoSingle Family
Taxes:$6,062
Remarks: Short Sale. Wowww!!!! Mesmerizing curb appeal, freshly painted inside and out, new upgraded appliances, upgraded Bathrooms an open-concept design, vaulted ceilings, and no rear neighbors, this home truly has it all! Step inside this inviting 4-bedroom, 2-bath residence offering over 1,800 square feet of thoughtfully designed living space. The tiled entry welcomes you into a bright and airy open floor plan, perfect for both everyday living and entertaining. The spacious kitchen features an eat-in dining area, abundant granite counter top and cabinet space, and a breakfast bar that overlooks the formal living and dining areas, ideal for hosting family and friends. No carpet at all, tile throughout the home. The primary suite is a true retreat, offering ample space, a walk-in closet, and a private en-suite bathroom complete with dual vanities, a soaking tub, and a separate shower. Sliding glass doors from the living room lead to a covered lanai, where you can relax and enjoy the expansive backyard, enhanced by mature landscaping and the privacy of no rear neighbors, your own peaceful outdoor oasis. This home perfectly blends comfort, style, and privacy, a must-see!
Listing is courtesy of: ATRIUM REALTY, LLC (833-919-1190)
Listing Agent: Ernani Sena (774-258-0635)
409 FOUNTAINHEAD CIR #236, KISSIMMEE, FL 34741
$165,000168 Days on yellowkey MLS ID: O6366787
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 932 Built: 1988Monthly Fee: $324 Tax: $2,127 (2024)Community: Bella Vista CondoCondo
Taxes:$2,127
Remarks: Fantastic Opportunity in Kissimmee! Welcome to this well-maintained 2-bedroom, 2-bathroom condo offering 933 sq.ft. of functional living space in the desirable gated community of Bella Vista Condominiums. This unit features an efficient layout with comfortable living areas and ample natural light. Residents enjoy access to excellent community amenities, including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, this property provides easy access to everything Kissimmee has to offer. SCHEDULE YOUR TOUR TODAY!
Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)
Listing Agent: Douglas Casique (689-251-0612)
609 CORNERSTONE DR, KISSIMMEE, FL 34744
$269,90043 Days on yellowkey MLS ID: O6398322
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1512 Built: 2007Monthly Fee: $284 Tax: $3,237 (2025)Community: Heritage Key VillasTownhouse
Taxes:$3,237
Remarks: This beautiful townhouse is perfectly situated a short walk from the community heated swimming pool, spa, 24-hour fitness, clubhouse, and business center—everything you need right at your doorstep for resort style living! Located in a secure, gated community and move-in ready, this spacious 3-bedroom, 2.5-bath home offers both comfort and convenience in every detail. The large, bright kitchen features ample cabinetry, a newer granite island, and a double oven—ideal for everyday meals and effortless entertaining. Adjacent to the kitchen, the expansive dining room boasts an elegant tray ceiling and recessed lighting, creating a modern, upscale ambiance. The generously sized living room offers plenty of space for relaxing or hosting guests. Sliding glass doors lead to a screened-in patio—perfect for enjoying beautiful Florida days in comfort and style. Upstairs, the desirable split floor plan places the primary bedroom on one end for added privacy, with the second and third bedrooms located on the opposite side. One of the secondary bedrooms can easily be converted into a home office, making it perfect for today’s work-from-home lifestyle. The spacious primary suite includes a walk-in closet and a private ensuite with a tub/shower combination, granite countertop, and ample storage. The guest bathroom features a walk-in shower, granite countertops, and generous storage as well. All bathrooms are finished with granite countertops, adding a sleek, modern touch throughout. The first floor is finished with tile for easy maintenance, while the upstairs bathrooms also feature tile flooring, and the bedrooms are carpeted for added comfort. The home has a new AC unit (2024). Entire house painted (2024). A prime location just moments from Disney World, Silver Spur Arena and other major attractions, shopping and entertainment.
Listing is courtesy of: RANDOLPH & CO. (407-454-0214)
Listing Agent: Ron Randolph (407-454-0214)
2518 BOWMER DR, KISSIMMEE, FL 34744
$359,900660 Days on yellowkey MLS ID: S5109889
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1523 Built: 1982 Tax: $1,246 (2025)Community: Mill Run Unit 3Single Family
Taxes:$1,246
Remarks: Move-in ready, completely remodeled. Single family home featuring 3 bedrooms., 2 baths, 2 car garage. The welcoming great room offers plenty of space to entertain family and friends. The fully equipped kitchen has plenty of cabinets, storage space, and granite counter tops. Relax in the privacy and comfort of the spacious Florida room. Bathrooms, granite counter tops, roof, and fence were installed in 2023; a/c installed in 2026, sliding door in Florida room done in 2017, re-piped in 2012, new ducts and windows in Florida room in 2008. Great location offering you easy access to shopping (The Loop), dining, Osceola Pkwy, FL Turnpike, 192, and 441. Check this one out, see it today!
Listing is courtesy of: COLDWELL BANKER SOLOMON (407-348-3322)
Listing Agent: Michael Solomon (407-873-1372)
877 HACIENDA CIR, KISSIMMEE, FL 34741
$365,00046 Days on yellowkey MLS ID: S5147690
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1955 Built: 2005Monthly Fee: $76 Tax: $5,410 (2025)Community: EstanciaSingle Family
Taxes:$5,410
Remarks: Welcome to this spacious and inviting home, thoughtfully designed for comfortable family living and making lasting memories. Step inside to a bright, open-concept living and dining area—perfect for both entertaining guests and everyday relaxation. The kitchen is a true centerpiece, featuring brand-new appliances, a convenient breakfast bar, and a cozy eat-in space. It flows seamlessly into the family room, creating an ideal layout for staying connected with family and friends. Brand new HVAC (2026) Roof (July 2025). The generously sized primary suite offers a peaceful retreat, complete with a walk-in closet. Three additional bedrooms provide ample space and flexibility for family, guests, or even a home office. Enjoy added privacy with no rear neighbors, as the home backs up to a tranquil wooded area—perfect for relaxing or unwinding outdoors. Ideally located in the heart of Kissimmee, this home is just minutes from major highways, shopping centers, dining, and everyday conveniences. This home truly has it all and won’t last long—schedule your private showing today!
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Evagisela Rodriguez (407-566-0555)
2405 LINCOLNSHIRE CT, KISSIMMEE, FL 34743
$339,00083 Days on yellowkey MLS ID: R4910839
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1424 Built: 1997Monthly Fee: $28 Tax: $3,175 (2025)Community: Morgan Point Ph 2Single Family
Taxes:$3,175
Remarks: 3/2 home priced to sell with excellent location inside the Lakeside community of Buenaventura Lakes area of Kissimmee. Open floor plan with split bedrooms and tile throughout make this home great for young families or investors. Located within minutes of excellent shopping, entertainment and dining. Residents of this community enjoy access to amenities, including top-rated schools, basketball courts, and tennis courts.
Listing is courtesy of: PREMIER ESTATE AGENCY LLC (407-230-0900)
Listing Agent: Jose Quintana (407-230-0900)
2050 E IRLO BRONSON MEMORIAL HWY #108, KISSIMMEE, FL 34744
$49,000168 Days on yellowkey MLS ID: O6366840
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 324 Built: 1973Monthly Fee: $500 Tax: $846 (2025)Community: Heritage Park InCondo
Taxes:$846
High School: Osceola County School for Arts
Remarks: Welcome to your magical home base in the heart of Orlando! This stylish, fully equipped condo hotel is located just minutes from the Disney parks, making it the ideal spot for families, couples, and park-hoppers looking for comfort, convenience, and great value. This condo at Heritage Park In is zoned for short term rentals only. Seller is financing with 1/2 down + 24 x with low APR. Features: Bright, modern studio with a cozy bed. Kitchenette with microwave, mini-fridge, coffee maker, and essentials; Smart TV with streaming apps; Fast Wi-Fi for work or entertainment Amenities: Free parking, outdoor pool and on-site laundry facility. Utilities, internet, cable Tv and maintenance are included with HOA fee.
Listing is courtesy of: ALLIANCE REAL ESTATE GROUP (407-375-8680)
Listing Agent: Marcia Abe (973-342-4491)
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