Location: Kissimmee , 34747
Do Not Show Listings
7949 GOLDEN POND CIR, KISSIMMEE, FL 34747
$469,00032 Days on yellowkey MLS ID: S5150418
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1998Monthly Fee: $53 Tax: $5,738 (2025)Community: Rolling Hills Estates Unit 1 At FormosaSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,738
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Furnished 4-Bedroom Pool Home Ideally located approximately 10 minutes from Disney. This beautifully maintained home offers the perfect opportunity to own your own Florida retreat; whether as a second home, vacation rental, or primary residence. Lovingly cared for and used exclusively as the owners’ private second home since 2022. Positioned on a spacious CORNER LOT in an established, peaceful neighborhood, this property offers a unique sense of privacy with no home directly in front or on the right side. A beautiful mature oak tree provides welcome shade over the driveway, while the SOUTH-FACING POOL area creates the perfect setting to relax after a day enjoying the nearby parks, golf, shopping, or dining. Approximately two years ago, the entire POOL WAS RESURFACED and updated with NEW TILE & LIGHTING. The POOL EQUIPMENT was replaced in 2026. TILE FLOORING runs throughout all living areas, and LUXURY VINYL PLANK FLOORING was installed in all bedrooms just 3 months ago. FRESH INTERIOR PAINT and exterior pressure washing create a clean, move-in ready feel. The kitchen features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, TILED BACKSPLASH, and a CUSTOM VENTED EXHAUST system, a rare feature in many homes of this style. Additional upgrades include a NEW ROOF (2018), HOT WATER HEATER (2019), ELECTRICAL PANAL (2025), and DISHWASHER (2025). For comfort and efficiency, the home includes both central A/C and an ENERGY-EFFICIENT mini-split system in the living area, helping reduce energy costs. Outdoor living is enhanced by a vinyl PRIVACY FENCE, security cameras and lighting, and an EPOXY FINISHED GARAGE FLOOR. Smart home technology allows you to conveniently control lighting, cameras, and A/C directly from your phone. With a low HOA fee and an ideal location close to Disney, shopping, dining, entertainment, and major roadways, this property offers the best of Florida living, easy to enjoy as your personal getaway while also offering excellent flexibility for future use.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Lynda Cologero (407-346-7231)
3151 BRASILIA AVE, KISSIMMEE, FL 34747
$425,000210 Days on yellowkey MLS ID: O6363206
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2396 Built: 2017Monthly Fee: $395 Tax: $5,489 (2025)Community: Magic VillageSpa: NoTownhouse
Taxes:$5,489
Remarks: Amazing location and contemporary architecture! For the first time on the market by its original owners, this residence is exceptionally well maintained, as it has been used exclusively as a family vacation home and has never been rented short term. Beautiful and spacious with an open floor plan, this home offers four bedrooms and four baths, and it’s strategically in the gated community of Magic Village Yards. This turnkey home features an open floor plan with high ceilings, a gourmet kitchen with an oversized island and breakfast nook, and a first floor and another on the second floor, primary bedroom suite. Three additional en-suite bedrooms are upstairs, offering comfort and privacy for all guests. Ideally just minutes away from Disney, top attractions, exceptional dining and shopping, this residence is ideal for a vacation home or a high-performing future short-term rental investment. Short-term rental is allowed. Schedule your showing today.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Carolina Medeiros (305-753-1943)
8942 SYDNEY AVE, KISSIMMEE, FL 34747
$445,00049 Days on yellowkey MLS ID: O6404821
REDUCED by $13,000 (2.8%) on 06/10/2026
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $584 Tax: $6,808 (2025)Community: Windsor At Westside; Windsor/WestsideSpa: YesTownhouse
Taxes:$6,808
Remarks: TURN-KEY SHORT-TERM RENTAL | FULLY FURNISHED | SOUTH-FACING POOL| NO CARPET Welcome to this exceptional 5-bedroom, 4.5-bathroom townhome—a true turn-key investment opportunity or vacation retreat, professionally designed and ready to generate income from day one. Property Highlights: Newly upgraded laminate floor Highly desirable 5-bedroom floor plan with one bedroom conveniently located on the first floor Private south-facing pool—perfect for all-day sunshine and guest enjoyment Half bath on the patio for added convenience by the pool area Spacious loft area—themed star war for a game room with sofa and TV Upgraded kitchen with modern cabinetry and countertops Professional furniture package included—stylish, cohesive, and rental-ready by a professional Community & Resort Amenities: Access to TWO resort-style pools—one within the subdivision and another at the main clubhouse Stunning Mediterranean-style recreation center featuring: Grand lobby Resort-style pool with lazy river Kids’ splash zone Indoor/outdoor restaurant & bar Fitness center Outdoor fireplace, sports courts, and playground Prime Location: Ideally situated between ChampionsGate and US-192 Easy access to I-4, Walt Disney World, and Orlando International Airport Minutes from shopping, dining, golf courses, and major attractions Whether you're looking for a high-performing short-term rental, a vacation getaway, or a second home, this property checks every box with its unbeatable layout, location, and amenities. Schedule your showing today—this one won’t last!
Listing is courtesy of: GOLDEN SUN REALTY INC (407-479-8898)
Listing Agent: Lucia Wu (407-765-2618)
8602 WELLINGTON LOOP, KISSIMMEE, FL 34747
$419,90064 Days on yellowkey MLS ID: O6397655
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1482 Built: 1991 Tax: $2,839 (2025)Community: Lindfields Unit 2Single Family
Taxes:$2,839
Remarks: Back on Market - Inspections, Appraisal and Loan Approval complete - Buyer did not close due to unforeseen personal issues. This is an incredible opportunity for residential living, a vacation getaway, or a short-term rental investment, located just minutes from Disney, Magic Kingdom, Celebration, Universal Studios, and SeaWorld. This beautifully updated single-story home features an open-concept layout with a spacious kitchen that flows seamlessly into the family room and dining area which is perfect for entertaining. The kitchen is a showstopper, boasting quartz countertops, a large island with an oversized deep sink, and custom 35” cabinetry. Both bathrooms have been completely renovated with modern finishes. The primary suite offers private access to the pool through sliding glass doors and includes new tile throughout, a large walk-in closet, and a luxurious en-suite bathroom with updated vanities, lighting, and a state-of-the-art steam shower. The second bathroom features new tile, a rain shower head, and a jetted whirlpool tub. Step outside to your private Florida oasis. The covered, screened-in lanai overlooks a sparkling pool and a spacious, fully fenced backyard. Enjoy new screens, fresh sod, a brand-new (never used) 8x10 storage shed, and a charming gazebo—perfect for relaxing or entertaining guests. Additional upgrades include new tile flooring throughout the home, a new roof (2023), and a PVC vinyl privacy fence (2023). Nestled in a quiet neighborhood with no HOA, this home offers both tranquility and unbeatable proximity to Orlando’s top attractions.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Jeffery Reupert (321-287-0697)
2733 SUN KEY PL, KISSIMMEE, FL 34747
$330,00017 Days on yellowkey MLS ID: S5151298
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 1645 Built: 2002Monthly Fee: $305 Tax: $3,863 (2025)Community: Emerald Island ResortSpa: NoTownhouse
Taxes:$3,863
Remarks: Welcome to your perfect Florida retreat and investment opportunity in the highly sought-after gated resort community of Emerald Island Resort. Ideally located just minutes from Walt Disney World and Central Florida's world-famous attractions, this beautifully maintained 4-bedroom, 3.5-bathroom townhome offers the perfect combination of comfort, convenience, and resort-style living. Step inside and discover a bright, inviting floor plan filled with natural light. Luxury vinyl plank flooring throughout the main living areas and bedrooms provides a modern, cohesive look while offering durability and easy maintenance. The spacious living and dining areas flow seamlessly together, creating the perfect setting for relaxing after a day at the parks or entertaining family and friends. The current owners have transformed this property into a stylish and welcoming retreat. The updated kitchen features freshly painted cabinetry, granite countertops, and newer appliances, combining functionality with contemporary appeal. Thoughtfully designed to accommodate family and guests, the home benefits from two primary suites, providing flexibility and privacy. The second-floor primary suite is particularly impressive, featuring a private balcony overlooking the mature trees and lush foliage behind the property—an ideal spot to enjoy a morning coffee or unwind at the end of the day. Step outside to the private fenced patio, complete with a covered seating area where you can enjoy Florida's beautiful weather year-round. Surrounded by peaceful greenery, this outdoor space provides a tranquil retreat for dining, entertaining, or simply relaxing. Additional improvements completed by the current owners include a new HVAC system installed in 2023, along with updated kitchen appliances, washer, and dryer, offering added value and peace of mind for the new owner. Emerald Island Resort is one of Central Florida's premier resort communities, featuring a 24-hour guard-gated entrance, resort-style pools, clubhouse, fitness center, sauna, tennis courts, basketball courts, playgrounds, walking trails, and a variety of community activities. Surrounded by conservation land and mature landscaping, the resort offers a peaceful setting while remaining close to everything the area has to offer. Conveniently located near shopping, restaurants, golf courses, medical facilities, and with easy access to I-4, US-192, and SR-429, this property places Disney, Universal, and Orlando's many attractions within easy reach. Whether you're searching for a profitable vacation rental, a seasonal getaway, or a permanent Florida residence, this beautifully updated Emerald Island Resort townhome offers the perfect opportunity to enjoy the best of Florida living.
Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)
Listing Agent: Anne Silcock (321-437-8919)
8807 DUNES CT #308, KISSIMMEE, FL 34747
$190,00020 Days on yellowkey MLS ID: V4949423
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 747 Built: 2000 Tax: $2,459 (2025)Community: Legacy DunesCondo
Taxes:$2,459
Remarks: Turnkey Disney income condo under $200K — short-term rentals welcome. Own your slice of the magic at Legacy Dunes Resort, a gated community just minutes from the Walt Disney World maingate. This move-in-ready 1-bed, 1-bath retreat lives larger than its footprint, with in-unit laundry and a smart, efficient layout that's a breeze to rent, turn, and maintain. Short-term rentals are permitted — making this one of the lowest-cost ways to step into the Disney-area vacation rental market, whether you're investing, buying a second home, or doing both. Guests (and you) get resort living without the resort price tag: recently refinished pools, tennis and basketball courts, sand volleyball, a fitness center, playground, and golf practice cage — all behind the gates. Sunset Walk/Margaritaville, Walmart, and the 192 dining strip are minutes away, with Universal and the airport an easy drive. Low entry price, real income potential. Pond view with water feature. Roof 2025, AC 2022, Hot water tank 2022
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Gale Kohler (407-402-1581)
2307 BUTTERFLY PALM WAY #201, KISSIMMEE, FL 34747
$229,000236 Days on yellowkey MLS ID: O6356497
5 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 2000 Tax: $2,988 (2024)Community: Wyndham Palms Condo Ph 2Condo
Taxes:$2,988
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Back on market. Buyer backed out at the last minute. Their loss is your gain. All new kitchen appliances. New quartz countertops in kitchen and bathrooms, new laminate flooring, fresh paint. Check out this beautiful Fully Furnished Apartment that offers it ALL! Perfect for Investors for either short-term or long-term rental, vacation Home Seekers, or Full-time residents! Only 10 Minutes from Disney World! You will love living in this beautiful resort-style community. HOA includes High-speed internet, cable, water, and trash removal. Plus, access to all amenities. You will enjoy resort-style amenities such as a resort pool with a splash pad, tiki bar, fitness center, a massive clubhouse with a sundries shop, movie theater, arcade, basketball and tennis courts, and sand volleyball. There’s even a playground for the children. AC unit is 26 years old but fully functioning. Seller is willing to offer a Home Warranty.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kristine Charles (407-592-0477)
8836 DUNES CT #206, KISSIMMEE, FL 34747
$190,000139 Days on yellowkey MLS ID: O6379558
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $5,000 (2.6%) on 04/30/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1249 Built: 2000 Tax: $3,147 (2025)Community: Legacy Dunes CondoCondo
Taxes:$3,147
Elementary School: Westside Elem
High School: Celebration High
Middle School: West Side
Remarks: Under contract-accepting backup offers. **Lowest Priced 3 Bedroom unit in this community** Ideal for investors or vacation-home buyers—Legacy Dunes allows both Short-Term and Long-Term Rentals with no minimum lease period. Resort amenities include 2 POOLS, FITNESS CENTER, GAME ROOM, TENNIS & VOLLEYBALL, and walking paths. Live every day like you're on vacation in this 3-bedroom, 2-bath condo with a tranquil pool view, located in the highly sought-after gated community of Legacy Dunes in Kissimmee. This spacious second-floor unit offers 1,249 square feet of open living space with an open floor plan, solid surface counters, and an in-unit washer and dryer. Step out onto your private balcony and enjoy serene views of the resort-style pool surrounded by lush landscaping. Whether you're looking for a full-time residence, a weekend getaway, or a short-term rental investment, this property checks every box Legacy Dunes offers exceptional amenities including a resort-style pool, tennis courts, playground, volleyball court, fitness center, BBQ grills, picnic areas, walking paths, and even a car wash and vacuum station. Located just minutes from Disney, world-class dining, shopping, and entertainment, this pet-friendly community (up to 50 lbs) makes it easy to enjoy the Florida lifestyle to the fullest. Don't miss this opportunity to own a piece of paradise—schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Benjamin Berry, Iii (407-706-2684)
7740 SANDY RIDGE DR #144, KISSIMMEE, FL 34747
$339,900859 Days on yellowkey MLS ID: O6165066
REDUCED by $10,000 (2.9%) on 06/10/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1771 Built: 2024Monthly Fee: $714 Tax: $7,111 (2024)Community: SpectrumSpa: NoCondo
Taxes:$7,111
Remarks: Under Construction. PRICE REDUCTION - Beautiful New Construction 4 Bedroom on first floor. Find everything on your wish list right in front of you with our timeless modern homes. SPECTRUM+ at Reunion Resort checks all the boxes. The SPECTRUM+ at Reunion Resort with luxurious open floor plans with gourmet kitchens, premium finishes, land large outdoor spaces - perfect for Florida’s indoor/outdoor lifestyle. Designed with families in mind, you will find everything you want for the perfect start to vacation living. Reunion Resort features three signature golf courses designed by the golf greats, Jack Nicklaus, Tom Watson, and Arnold Palmer. Reunion Resort is located 5 miles from the Disney Parks, Disney Springs and just a short 25 minutes from the airport and the Mall of Millenia. The community offers a water park, boutique spa, tennis center, mini golf, pickle ball and 6 restaurants.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Lauren Arcaro (813-299-0477)
8061 VACATION AVE #216, KISSIMMEE, FL 34747
$339,00057 Days on yellowkey MLS ID: S5148642
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 829 Built: 2024Monthly Fee: $654 Tax: $5,903 (2025)Community: Sunset Walk Hotel Condo Ph 2-5Condo
Taxes:$5,903
Remarks: TURNKEY INVESTMENT OPPORTUNITY IN THE HEART OF SUNSET WALK! Welcome to this fully furnished 1-bedroom, 1-bath condo hotel unit located in Embassy Suites by Hilton Orlando Sunset Walk. Designed for both comfort and guest appeal, this spacious unit features a full kitchen, open-concept living area, and accommodations for up to 4 guests. The interior offers modern finishes throughout, including a designer kitchen with island seating, a bright and functional living space, and a well-appointed bedroom retreat. The bathroom includes dual sinks and a clean, upscale design that enhances the overall guest experience. This unit enjoys a premium setting overlooking a green space with pond views, along with a side view of the resort-style pool area. Guests can enjoy access to a large pool complex featuring expansive lounge areas, beach-entry style design, splash features, waterslide elements, and a tiki-style bar atmosphere that creates a true resort experience. Located just steps from Promenade at Sunset Walk, owners and guests benefit from immediate access to a vibrant entertainment district filled with restaurants, shopping, live music, and weekly events. Adjacent to Margaritaville Resort Orlando and near major attractions including Walt Disney World, this location is positioned in one of Central Florida’s most desirable tourism corridors. This property offers a low-maintenance, hospitality-style ownership experience in a high-demand area known for strong visitor traffic and consistent guest appeal. Ideal for investors seeking a vacation-use asset or to expand their portfolio in a prime location.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Alex Vazquez (407-270-6841)
1100 SUNSET VIEW CIR S #304, KISSIMMEE, FL 34747
$319,95068 Days on yellowkey MLS ID: S5147824
REDUCED by $5,050 (1.6%) on 06/10/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1755 Built: 2007Monthly Fee: $985 Tax: $5,191 (2025)Community: Villas At ReunionSpa: YesCondo
Taxes:$5,191
Remarks: MEMBERSHIP AVAILIABLE FOR THIS UNIT!!!!Experience this pinnacle of luxury living in kissimmee this beautifully FULLY FURNISHED CONDO appointed 3-bedroom, 3-bathroom 3RD FLOOR CORNER (PIANO NOT INCLUDED) This end unit also has an owners closet! This feature only comes with end units. You can store golf clubs, a bike, tools and you can even isolate inside for hurricane safety! ALL BEDS AND LARGE SMART TV’s are included one 65” and 4 50”, TVs. CABLE AND HIGH SPEED INTERNET INCLUDED! This fully furnished condo, also has hurricane windows and sits perfectly positioned within the world-renowned Reunion Resort. This stunning home offers a seamless blend of elegance and comfort, nestled in a premier gated community with 24/7 manned security and meticulously manicured grounds that create an atmosphere of refined tranquility. Residents can dive into the ultimate resort lifestyle with access to the spectacular Seven Eagles Pool Pavilion, the resort's largest gathering spot featuring the refreshing Cove Bar & Grille, dual oversized jacuzzis, and a state-of-the-art fitness center. Explore a diverse collection of beautiful swimming pools throughout the community, including the peaceful retreats at Heritage Crossing, Homestead, Carriage Point, and the lap pool at The Terraces. For total relaxation, indulge in a signature treatment at the world-class Spa at Reunion, or elevate your evenings with rooftop dining at Eleven, savoring a premium meal at 7593 Chophouse, or enjoying fresh rolls at the elegant Grande Lobby Sushi Bar. Whether you are starting your morning with American comfort classics at The Clubhouse or exploring the lush walking and biking trails, this residence captures the true essence of Florida resort living, offering a turnkey experience in a location that puts the best of Orlando’s shopping and entertainment right at your doorstep. ENJOY THE POOLS LAZY RIVER, GOLF COURSE, THE PALMER ,WATSON, NICKLAUS COURSES! PLENTY OF RESTAURANTS ON SITE! 11 COMMUNITY POOLS,TENNIS COURTS,PICKLEBALL. EXCLUSIVE DISCOUNTS TO MEMBERS! PARTIES FOR MEMBERSHIP HOLDERS! SHUTTLE TRANSPORTATION TO DISNEY PARK. SPA, AND HAPPY HOUR DISCOUNTS ALL COME WITH THIS MEMBERSHIP if you choose. MINI GOLF AND SO MUCH MORE TAKE ADVANTAGE OF THIS BEAUTIFUL END UNIT THAT HAS THE EXTRA WINDOWS THAT WRAP AROUND THIS CONDO. THIS IS WHAT YOU GET WITH A END UNIT THAT SITS ON THE 3RD FLOOR. ENJOY THE GOLF COURSE VIEWS FROM THE PATIO WITH ALL THE NATURAL LIGHT PEERING IN THIS SPACE TO START YOUR MORNING!
Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)
Listing Agent: Amy Ridgley (410-274-1476)
8553 BAY LILLY LOOP, KISSIMMEE, FL 34747
$278,89020 Days on yellowkey MLS ID: O6412829
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1295 Built: 2006Monthly Fee: $594 Tax: $3,671 (2025)Community: Encantada Ph 01Townhouse
Taxes:$3,671
Elementary School: Westside K-8
Middle School: Kissimmee Middle
Remarks: Under contract-accepting backup offers. Fully furnished and with a private pool — this 3-bedroom, 2.5-bath townhome in Encantada Resort, Kissimmee, FL is a turnkey opportunity ready to rent from day one. Located at 8553 Bay Lilly Loop, the property offers approximately 1,295 sq ft across a practical two-level layout designed for buyers seeking a vacation home, short-term rental opportunity, second residence, or low-maintenance resort-style property in one of Kissimmee's most searched vacation corridors. The main level connects the living, dining, and kitchen areas for an easy guest-friendly flow, with a convenient half bath downstairs. Upstairs, the bedrooms are positioned away from the main living spaces, including a primary suite with ensuite bath. The rear outdoor area includes a screened patio and private splash pool — additional space for relaxing after time at nearby attractions. Encantada Resort amenities are reported to include a clubhouse, community pools, spas, fitness center, playground, game room, cyber café, walking areas, and resort-style gathering spaces. The location provides direct access to US-192, SR-429, I-4, and Osceola Parkway, with Margaritaville Resort Orlando, Sunset Walk, Island H2O Water Park, golf, grocery stores, restaurants, and Central Florida attractions minutes away. This property is especially appealing for buyers searching for a furnished Kissimmee vacation rental near Disney, an Orlando-area investment property, a Central Florida townhome with resort amenities, or a short-term rental option near shopping, dining, water parks, golf, and major road access. The two-level floor plan, furnished setup, private pool, and proximity to major tourism anchors support strong search visibility for buyers comparing homes near Disney, townhomes in Encantada Resort, and properties along the US-192 corridor. Schedule your private showing today and explore the furnished resort-style location, rental potential, and Central Florida access this Kissimmee townhome offers.
Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP (407-873-8379)
Listing Agent: Angela Rodriguez (407-873-8379)
8900 SYDNEY AVE, KISSIMMEE, FL 34747
$439,00060 Days on yellowkey MLS ID: O6401749
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $591 Tax: $5,607 (2025)Community: Windsor At WestsideTownhouse
Taxes:$5,607
Remarks: Welcome to 8900 Sydney Ave in Windsor at Westside, a beautifully positioned end unit 5 bedroom, 4.5 bath townhome offering 2,263 square feet in one of the most sought after vacation home communities near Disney. Originally purchased as the builder’s model, this home stands out from the typical inventory with a brighter, more elevated feel, a desirable end unit location, and interior finishes and furnishings that show far better than many competing townhomes in the community. The cream kitchen, stylish window treatments, upgraded bedroom theming, and strong overall presentation give this property the kind of visual appeal buyers and guests notice right away. Whether you are looking for a personal getaway, a second home, or an income producing vacation property, this townhome offers the combination of location, layout, and resort appeal that today’s buyers want. Windsor at Westside is a gated resort community with a large clubhouse, resort style pool, lazy river, waterslide, fitness center, tiki bar, arcade, and convenient access to the Disney parks, dining, and shopping. With its private pool, popular 5 bedroom layout, and premium end unit positioning, 8900 Sydney Ave is a standout opportunity in a community known for strong guest appeal and resort style living.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
2781 ALMATON LOOP #401, KISSIMMEE, FL 34747
$294,50076 Days on yellowkey MLS ID: O6397227
REDUCED by $5,450 (1.8%) on 06/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005Monthly Fee: $354 Tax: $3,908 (2025)Community: Ventura At Windsor Hills Condo Ph 2Condo
Taxes:$3,908
Remarks: Priced to sell! This beautifully maintained 3-bedroom, 2-bathroom top-floor condo is offered fully furnished and zoned for short-term rental, making it an ideal investment or personal getaway. Lovingly used as a family vacation home, it has no rental history and has been exceptionally well cared for. A brand-new AC system will be installed prior to closing for added peace of mind. NEW AC/Smart thermostat just installed!! Located in the highly sought-after, gated community of Windsor Hills, you’re just minutes from Walt Disney World and Universal Studios Florida. Windsor Hills offers a true resort-style experience with world-class amenities, including a lagoon-style pool, water park, movie theater, fitness center, game room, on-site convenience store, bar, and more. Schedule your private showing today—this one won’t last!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mike Chen, P.A (503-888-8070)
2809 ALMATON LOOP #401, KISSIMMEE, FL 34747
$305,00071 Days on yellowkey MLS ID: S5147712
REDUCED by $12,000 (3.8%) on 05/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005Monthly Fee: $354 Tax: $4,227 (2025)Community: Ventura At Windsor Hills, Windsor HillsCondo
Taxes:$4,227
Remarks: Step into a world of high-yield luxury and Disney-area magic with this premier top-floor, 3-bedroom, 2-bathroom sanctuary at the legendary Windsor Hills Resort! Fully furnished and reimagined at the start of 2026, this gem offers a turnkey experience for modern buyers. Standout features added this year include new quartz kitchen countertops, new appliances (stove & fridge), and new bathroom counters, vanity sinks, and faucets, complemented by newly resurfaced bathtubs, shower stalls, and surrounding tiles. The interior shines with luxury vinyl flooring in all bedrooms, new ceiling fans in the living room and master, and a complete furniture refresh featuring a new sofa, coffee table, and a 55" Samsung Smart TV in the living area. Each bedroom is optimized for comfort, from the master’s new desk and 50" Samsung TV to the second bedroom’s queen-size bed and the third bedroom’s new twin-over-double bunk bed. For the savvy investor, this property is a certified powerhouse, boasting a 2025 gross Airbnb income of $43,300. Managed with ease via a Schlage smart lock and Nest thermostat, the condo sits within a resort offering a lagoon-style pool, water park, fitness center, and cinema, all just minutes from Central Florida’s world-class attractions, dining, and shopping. Don’t just buy any property; own a proven, high-performance vacation home!
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
8928 CUBAN PALM RD, KISSIMMEE, FL 34747
$438,00043 Days on yellowkey MLS ID: O6402496
REDUCED by $12,000 (2.7%) on 06/10/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1902 Built: 2012Monthly Fee: $761 Tax: $5,155 (2025)Community: Paradise Palms Resort Ph 2Spa: NoTownhouse
Taxes:$5,155
Remarks: RESORT AMENITIES !! PRIVATE POOL !! WATER VIEWS !! FULLY RENOVATED !! Welcome to Paradise Palms – where it’s paradise every day! This HIGH-PRODUCING SHORT TERM RENTAL is the complete package, offering 12+ MONTHS OF VERIFIED OWNER STATEMENTS with real income data already in place – no speculation, just proven performance! FULLY FURNISHED, thoughtfully designed, and completely TURN-KEY, this 4-bedroom, 3-full bath townhome is ready to continue generating income from day one, while also offering incredible flexibility as a primary residence, second home, or vacation getaway in the heart of Central Florida. The fresh and modern interior delivers an OPEN CONCEPT layout designed for both every day living and entertaining, featuring durable NEW LUXURY VINYL PLANK FLOORING throughout, a bright and inviting living and dining area, and a well appointed kitchen overlooking it all with easy access to the outdoor living space. Sliding glass doors open to your PRIVATE SCREENED POOL, extended patio, and peaceful POND VIEWS – the ideal setup for indoor/outdoor Florida living guests love. The MAIN FLOOR BEDROOM and FULL BATH add convenience and flexibility, while upstairs you will find the spacious primary suite along with two fully themed bedrooms that create an unforgettable guest experience and keep visitors coming back year after year. A convenient laundry closet and UPDATED A/C (2024) add even more value and peace of mind. Located inside the GUARD-GATED RESORT COMMUNITY of Paradise Palms, owners and guests enjoy access to incredible amenities including a clubhouse, resort-style pool, fitness center, restaurant, sand volleyball court, scenic trails, and so much more. The HOA also includes cable, internet, phone, and valet trash for added convenience. Just under 10 miles from Disney Parks and minutes from world-famous attractions, shopping, dining, golf, lakes, and area resorts, this property also offers easy access to I-4, US-192, Hwy 27, and SR-429 for seamless travel throughout Central Florida. Whether you are looking to expand your investment portfolio or own a vacation retreat close to everything Orlando has to offer, this exceptional property delivers EVERYTHING YOU COULD WANT in an income-producing property in one of the area’s most sought-after resort communities. Call today to schedule a tour! **Seller may consider buyer concessions if made in an offer**
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
8456 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747
$249,00014 Days on yellowkey MLS ID: O6415189
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1291 Built: 2003Monthly Fee: $305 Tax: $3,491 (2025)Community: Emerald Island Resort Ph 2Townhouse
Taxes:$3,491
Remarks: You love the parks. You hate paying for a hotel every time you visit. This fully furnished townhome inside guard-gated Emerald Island Resort solves both. Use it when you want it. Rent it when you don't. Three bedrooms, two and a half baths, already furnished and ready the day you close. Inside, the living room, dining area, and kitchen open into one shared space. Cook a real meal instead of eating out. Spread out after a long day on your feet. The kitchen offers generous cabinet space and a breakfast bar. Upstairs, the primary suite opens to a private balcony. Two more bedrooms and a full bath round out the second floor. HVAC was replaced in 2024. The resort handles the rest. A clubhouse, pool, tennis courts, fitness center, and sand volleyball sit inside the gate. Disney World, Universal Studios, and H2O water park are minutes away. When you head home, the same features that draw you back fill the calendar with paying guests. Your place near the magic. Income when you are away. Book your showing today.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
2972 ON THE ROCKS PT, KISSIMMEE, FL 34747
$380,000945 Days on yellowkey MLS ID: O6159203
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1545 Built: 2022Monthly Fee: $600 Tax: $8,868 (2022)Community: Rolling Oaks Ph 7Townhouse
Taxes:$8,868
Tax Year: 2022
Remarks: Welcome to Paradise. Margaritaville Orlando 3 Bedroom 3 Bath Villa Turnkey Ready for your Personal Vacation Home or Short Term Rental investment property. The Villa showcases an MRO approved City Furniture/Housewares Package ($35K included), ceiling fans, upgraded appliances, sleek QUARTZ countertops, and beautiful 'wood 'ceramic tile flooring. A high-capacity washer and dryer conveniently located on the second floor. Resort features multiple pools, a state-of-the-art gym, H2O on-site water park, Sunset Walk Restaurants, bars, live music, retail, and more! Terrific location just minutes from DISNEY with free shuttle to the Disney, Universal and Sea World Parks. Furniture/Housewares Package included in list price. Don't Delay !
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Brian Webber (407-399-1408)
9051 TREASURE TROVE LN #303, KISSIMMEE, FL 34747
$228,80041 Days on yellowkey MLS ID: O6407599
5 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 2007Monthly Fee: $837 Tax: $3,346 (2026)Community: Caribe Cove Ph 03 CondoCondo
Taxes:$3,346
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Beautiful Renovated condo in the sought after Caribe Cove community! Make this your personal residence or have it as an investment property with short term or long term leasing opportunities. Large Balcony to enjoy the beautiful forrest view. Beautifully maintained grounds with plenty of parking space. Amenities include elevator in all buildings, clubhouse with a gym and a beautiful pool area overlooking the lake. Home has NEW 2023 Hot water tank & HVAC. 2024 Updated Showers, 2025 Washer & Dryer & Microwave. Enjoy the proximity to all restaurants, shopping and theme parks.
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Jen Grasso (323-633-4911)
7523 PELLHAM WAY, KISSIMMEE, FL 34747
$314,80089 Days on yellowkey MLS ID: O6393950
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1808 Built: 2007Monthly Fee: $495 Tax: $4,334 (2025)Community: Oakwater Condo Ph 7-10Spa: YesTownhouse
Taxes:$4,334
Remarks: Beautiful and excellent location 3 bedroom 2 Full baths Convenient pedestrian access to Walmart and closet to restaurants, shopping and major attractions.
Listing is courtesy of: ATIDOT INVESTMENT, LLC (407-919-8996)
Listing Agent: Pedro Leon (321-276-0771)
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