Cypress Reserve, FL homes for sale & real estate

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ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
One or more photo(s) has been virtually staged. * * * WELCOME HOME * * * Where Style Meets Serenity in Cypress Reserve! Get ready to fall in love the moment you step through the door! Nestled inside the highly desirable gated community of Cypress Reserve in Kissimmee, this move-in ready home blends comfort, style, and Florida sunshine in every corner. From the moment you walk in, your eyes are drawn straight through the Great Room to the sparkling pond and fountain beyond — your own private view of tranquility. The open-concept floor plan is flooded with natural light, soaring ceilings, and a seamless flow that makes entertaining or quiet evenings at home equally perfect. The

$448,900

3 beds2 baths1,894 sq ft

2811 Alton Dr, Kissimmee, FL 34741

Gated community • Breakfast nook • Screened porch

ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
Gorgeous one-story 4 bedroom 2 baths home located in the desirable gated community of Cypress Reserve. This beautiful property features a spacious open floor plan, as you enter you will be delighted with lots of natural light, a formal living room, and a dining room perfect for entertainment. The kitchen features a breakfast bar, granite countertops, lots of cabinet space, and stainless steel appliances. A spacious family room, with a sliding door that leads to a relaxing screened lanai and a well-maintained fully fenced backyard. Elegant ceramic tile throughout and wood in bedrooms. The owner's suite features 2 walk-in closets upgraded master bath with granite countertop, dual sinks, a gla

$469,900

4 beds2 baths2,245 sq ft

2847 Oconnell Dr, Kissimmee, FL 34741

Gated community • Screened lanai • Granite countertops

ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
Welcome to Cypress Reserve Villas. This beautiful, well maintained, end unit, 3 bedrooms, 2.5 bathrooms townhome features: an open concept floor plan with a large kitchen, granite countertops, kitchen island, 42" cabinets and crown molding. The master bedroom with large walk-in closet and master on-suite with large stand-up shower are conveniently located on the first floor. The first floor also features, a dining room/ living room combo, 8' doors, Laundry room and a half bathroom for guess to use. On the second floor you have two spacious bedrooms and a full bathroom. New carpet, new appliances, 2 car garage, paver driveway and title roof and are some of the upgrades of this home. Enj

$378,000

3 beds2.5 baths1,820 sq ft

2131 Painter Ln, Kissimmee, FL 34741

$354 HOA • 2 garage spots • Community pool

ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
Welcome to 2810 Maguire Dr - a turnkey single-story home located just 10 minutes from The Loop’s shopping, dining, and movie theaters, and under 25 minutes from Orlando International Airport (MCO). With quick access to John Young Pkwy and Osceola Pkwy, commuting is easy whether you’re heading into Downtown Orlando or out toward the theme parks. Add to the central location: (1) 2025 Roof; (2) 2025 HVAC; (3) 2025 Water Heater; (4) 2025 Interior/Exterior Paint; (5) 2025 Appliances and so much more - just check out the attached list of upgrades! This 4 bedroom, 2 bathroom, 1,894 sq. ft. home, is ready for its new homeowner.

$404,900

4 beds2 baths1,894 sq ft

2810 Maguire Dr, Kissimmee, FL 34741

Turnkey home • 2025 roof • Central location

OPEN SAT, 12PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
Welcome to this beautifully maintained 3-bedroom, 2-bathroom townhome located in the heart of Kissimmee, within a highly desirable and exclusive gated community. Perfectly positioned just minutes away from major shopping centers, theme parks, and Central Florida’s world-renowned attractions, this home offers the ideal blend of comfort, convenience, and lifestyle. Inside, you'll find a spacious open-concept layout with tile flooring throughout the main living areas and a bonus room/den that can easily serve as a home office or be converted into a 4th bedroom. The primary suite is conveniently located on the first floor, featuring a walk-in closet and an en-suite bath with dual-sink van

$360,000

3 beds2.5 baths1,890 sq ft

2864 Eastham Ln, Kissimmee, FL 34741

Gated community • Walk-in closet • En-suite bath

Property at 2300 Painter Ln, Kissimmee, FL 34741, 3 beds, 2.5 baths

$395,000

3 beds2.5 baths1,820 sq ft

2300 Painter Ln, Kissimmee, FL 34741

Property at 2885 Oconnell Dr, Kissimmee, FL 34741, 3 beds, 2 baths

$460,000

3 beds2 baths2,063 sq ft

2885 Oconnell Dr, Kissimmee, FL 34741

Property at 2591 Swoop Cir, Kissimmee, FL 34741, 3 beds, 2 baths

$760,000

3 beds2 baths2,368 sq ft

2591 Swoop Cir, Kissimmee, FL 34741

Property at 2831 Oconnell Dr, Kissimmee, FL 34741, 4 beds, 2 baths

$470,000

4 beds2 baths2,287 sq ft

2831 Oconnell Dr, Kissimmee, FL 34741

Property at 2321 Hinsdale Dr, Kissimmee, FL 34741, 5 beds, 3.5 baths

$669,900

5 beds3.5 baths3,497 sq ft

2321 Hinsdale Dr, Kissimmee, FL 34741

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ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
Welcome to this stunning two-story home featuring a paved driveway that leads to a 2-car garage with garage door opener. The spacious 4 bedrooms 2.5 bathrooms perfect for comfortable family living. Enjoy the elegance of an open floor plan completely tiled first floor. The modern kitchen is equipped with stainless steel appliances, granite counter tops and an island for cooking and entertaining. Relax in your large master suite, complete with a luxurious walk-in shower, double vanity with granite countertop, separate powder room and plenty of closet space. This beautiful home also offers easy access to major roads and attractions. Conveniently located near The Loop. a premier shopping and en

$420,000

4 beds2.5 baths1,964 sq ft

2749 Monticello Way, Kissimmee, FL 34741

5,227 sq ft lot • $90 HOA • 2 garage spots

ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
SELLERS ARE MOTIVATED. APPRAISES AT $554,000 !!! THIS BEAUTIFUL, FRESHLY PAINTED two story home features 4 bedrooms, 2 1/2 baths, covered lanai and a 2 car garage. With knockdown textured ceilings, this home has an AWESOME, open GREAT ROOM/DINING/KITCHEN area. Gourmet kitchen features 42" Maple Cabinets in Fairfield Spice, granite countertops in UBA TUBA and stainless steel appliances (range, dishwasher & microwave). MASTER BEDROOM is conveniently located on first level with dual sinks, private commode, glass enclosed shower, with a huge walk-in closet. GIGANTIC BONUS ROOM on second floor is perfect for a THEATER ROOM, ENTERTAINMENT, OR GAME ROOM. OUTDOOR FENCED AREA, OF OVER A

$510,000

4 beds2.5 baths2,534 sq ft

2765 Monticello Way, Kissimmee, FL 34741

0.28 acre lot • $93 HOA • 2 garage spots

ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
Welcome to this stunning townhouse perfectly situated in the heart of Kissimmee, where comfort meets modern living. Step inside and experience a bright, open layout that feels both elegant and practical. The first floor showcases beautiful ceramic tile, while the entire second floor features sleek vinyl flooring, creating a warm and contemporary atmosphere. The master and second bedroom closets have been custom-designed, offering extra space, style, and functionality. This move-in ready townhouse blends modern finishes, smart design, and an unbeatable location just minutes from shopping, dining, and major highways.

$345,000

3 beds2.5 baths1,747 sq ft

2731 Pleasant Cypress Cir, Kissimmee, FL 34741

1,742 sq ft lot • $250 HOA • Garage

3D WALKTHROUGH

ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
SELLER MOTIVATED! Offering $5,000 toward buyer’s closing costs with an acceptable offer. Step inside this 4-bedroom, 2.5-bath home in Kissimmee, beautifully positioned on a spacious corner lot. Built in 2015, it features a pool (2022), a new roof and HVAC (2023), an updated primary bath (2025), upgraded fixtures throughout, and a new irrigation system (2023). The open floor plan creates a bright, inviting atmosphere with seamless flow between the living room, dining area, and kitchen. The spacious primary suite offers room for a sitting area, a beautifully updated en suite bath, and a large walk-in closet with his-and-hers sections. The private fenced backyard showcases a pool with a

$515,000

4 beds2.5 baths2,328 sq ft

2770 Monticello Way, Kissimmee, FL 34741

8,276 sq ft lot • $93 HOA • 2 garage spots

ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
Experience Modern Luxury Living Welcome to this beautifully designed 2-story townhouse featuring 3 bedrooms, 2.5 bathrooms, and 1,603 sq. ft. of living space. Enjoy an open-concept layout, high ceilings, and spacious interiors perfect for modern living. Main Features: • Open floor plan with porcelain tile floors • Kitchen features with 42 cabinets, large granite countertops, stainless steel appliances, and a large walk-in pantry • Serene master suite with sitting area, covered balcony, dual sinks, walk-in shower, and spacious walk-in closet • Two additional bedrooms, full bathroom, and upstairs laundry with Whirlpool front-load washer & dryer • Sm

$337,000

3 beds2.5 baths1,603 sq ft

2414 Fassona Dr, Kissimmee, FL 34741

1,742 sq ft lot • $418 HOA • 2 garage spots

ABOUT THIS HOME
Cypress Reserve, FL Homes for Sale
Welcome to this stunning home that blends comfort, style, and convenience in one perfect package. Step inside to find a light-filled open concept living space accented by modern fixtures and a fresh 2020 paint update. The chef’s kitchen boasts granite countertops, stainless steel appliances, and an upgraded pantry door, making it as functional as it is stylish. The oversized master suite offers a peaceful retreat complete with a private and peaceful balcony, while the split floor plan provides privacy for generously sized guest bedrooms. A two-car garage with epoxy flooring adds durability and a polished finish, and just steps away from the neighborohood playspace. This sought-after G

$345,000

3 beds2.5 baths1,528 sq ft

2474 Fassona Dr, Kissimmee, FL 34741

1,742 sq ft lot • $418 HOA • 2 garage spots

Property at 3038 Ashland Ln S, Kissimmee, FL 34741, 3 beds, 2.5 baths

$339,900

3 beds2.5 baths2,086 sq ft

3038 Ashland Ln S, Kissimmee, FL 34741

Property at 2761 Monticello Way, Kissimmee, FL 34741, 4 beds, 2.5 baths

$495,500

4 beds2.5 baths2,328 sq ft

2761 Monticello Way, Kissimmee, FL 34741

Property at 2700 Pleasant Cypress Cir, Kissimmee, FL 34741, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths1,747 sq ft

2700 Pleasant Cypress Cir, Kissimmee, FL 34741

Property at 3400 MT Vernon Way, Kissimmee, FL 34741, 4 beds, 2.5 baths

$448,000

4 beds2.5 baths1,964 sq ft

3400 MT Vernon Way, Kissimmee, FL 34741

Property at 2621 Amati Dr, Kissimmee, FL 34741, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths1,690 sq ft

2621 Amati Dr, Kissimmee, FL 34741

Property at 2753 Monticello Way, Kissimmee, FL 34741, 4 beds, 2.5 baths

$465,000

4 beds2.5 baths2,338 sq ft

2753 Monticello Way, Kissimmee, FL 34741

Property at 3102 Ashland Ln N #3152, Kissimmee, FL 34741, 3 beds, 2.5 baths

$353,900

3 beds2.5 baths2,086 sq ft

3102 Ashland Ln N #3152, Kissimmee, FL 34741

Based on information submitted to the MLS GRID as of Sat Oct 25 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Cypress Reserve, FL

Cities

Neighborhoods

Veranda Palms homes for sale
$484,500
Hunters Creek Golf Course homes for sale
$232,500
Tropical Park homes for sale
$372,450
Venetian Bay homes for sale
$260,000
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$459,000
Villas at Seven Dwarfs Lane homes for sale
$280,000
Hunters Vista homes for sale
$682,475
Villas del Sol homes for sale
$217,450
Flora Ridge homes for sale
$262,500

Cypress Reserve, FL real estate trends

All Home Types trends in Cypress Reserve, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$487,500

+17.5% YoY | Sep 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2025

Growth

% YoY

Cypress Reserve, FL

$487,500

+17.5%

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