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5 Florida Retreats with River Views, Resort Living, and Pools

By Awais Manzoor

1 min read

Florida’s most compelling homes often blur the line between everyday comfort and vacation ease, and this quintet does exactly that. From a Fort Myers condo framed by river views and sunset light to an Ocala residence within a 55+ community, each setting prioritizes outdoor living and shared amenities. Homosassa offers an “Old Florida” sensibility in a coveted subdivision, while Reunion and Kissimmee spotlight fully furnished, view-forward resort living designed with short-term flexibility in mind.

12498 Riverside Dr 205 | $350,000

2026010568 1
12498 Riverside Dr 205, Fort Myers, FL 33919
elise&tom
LISTING AGENT:
Listing agents: Elise & Tom Starr

Along the water’s edge on Riverside Drive in Fort Myers, this inviting second-floor condo frames wide river views toward the Cape Coral Bridge, with sunsets that linger over the skyline. Inside, a thoughtfully designed layout includes 2 bedrooms and 2 bathrooms, unified by luxury vinyl flooring for a clean, modern feel. Natural light fills the living spaces, and the open flow keeps everyday life feeling bright and easy. The kitchen pairs functionality with polish, featuring stainless steel appliances suited to casual meals or effortless entertaining. Laundry in unit adds welcome practicality. Outside, a screened-in patio overlooks the river—an ideal spot for morning coffee, coastal breezes, and watching boats drift by. A highly sought-after two-car garage offers room for parking and extra storage, while community amenities include a pool and a private beach on the river.

Price:
$350,000
Size:
1,309 sq ft
Contact:
Elise & Tom Starr, John R. Wood Properties, 239.209.3960

Luxury 55 Retirement Home | $349,900

854690 1
8907 SW 104th Cir, Ocala, FL 34481
eraamericansuncoast
LISTING AGENT:
Listing agents: Delia Lee Scallion & Tasia Seijas

Within Avalon Phase 7 in the 55+ community of On Top of the World in Ocala, this immaculate residence pairs polished finishes with everyday ease. High ceilings set an airy tone, complemented by plantation shutters, crown molding, and tile flooring throughout, plus a separate sitting area with a ceiling fan. The kitchen is tailored for real life, featuring stainless steel appliances, a gas stove, disposal, a walk-in pantry, quartz countertops, a glass tile backsplash, and a breakfast bar for casual meals and conversation. A slider opens to a very large screened lanai (225 sf), an easy place to start the morning or wind down at dusk. The primary suite offers dual sinks with quartz counters, a large glass shower with seat, a walk-in closet, and convenient access to the laundry room. A two-car garage includes extra workspace and a painted floor, with room for a golf cart, along with gutters, a sprinkler system, and exterior termite protection.

Size: 1.983 acres

Price:
$349,900
Contact:
Delia Lee Scallion & Tasia Seijas, ERA American Suncoast Realty, 757.879.5578 , 352.302.0569

4330 S Conwell Point | $345,000

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4330 S Conwell Point, Homosassa, FL 34448
jeffhartson
LISTING AGENT:
Jeff Hartson

Set in Blue Water Estates in Homosassa, this renovated split-bedroom 2/2 channels “old Florida living” with a clean, open floor plan and a long list of recent upgrades. The kitchen has been refreshed with new lower cabinets, an oversized island, quartz countertops, and new Samsung stainless steel appliances—designed for easy everyday use and casual gathering. Tile runs throughout the home and into the large screened-in patio, creating a cohesive indoor-outdoor rhythm. In the living room, texture takes the lead: one wall is finished in Pecky Cypress wood, the adjoining wall in slate stone, anchored by a large wood-burning fireplace with an oversized Pecky Cypress mantle. Practical updates include a new roof and gutters, septic drain field, 3-ton HVAC system, water heater, and new sod, landscaping, and fencing—ready for relaxed days at home.

Price:
$345,000
Size:
1,602 sq ft
Contact:
Jeff Hartson, Tropic Shores Realty, 352.302.8048

1100 Sunset View Cir | $344,000

o6352145 1
1100 Sunset View Circle #102, Reunion, FL, 34747
haroldolson
LISTING AGENT:
Harold Olson

Along the water’s edge in Reunion Resort, this updated, turnkey first-floor unit pairs ease with a vacation-minded setting. Fully furnished and ready for short-term rentals or a second-home escape, it eliminates stairs entirely—ideal for everyday comings and goings. The kitchen comes fully equipped with stainless steel appliances and granite countertops, while new LVP flooring replaces all carpet for a clean, modern feel. Three bedrooms each connect to their own bathroom, and the primary suite adds two walk-in closets plus a large tub, separate shower, and dual sinks. Reunion membership is available, with on-site lifestyle perks including three championship golf courses by Arnold Palmer, Tom Watson, and Jack Nicklaus, five restaurants, and 12 pools, including a water park with a lazy river and water slide. Disney World sits just two exits away.

Price:
$344,000
Size:
1,630 sq ft
Contact:
Harold Olson, Epic Florida Realty LLC, 407.738.6600

8152 Sun Palm Drive Kissimmee FL 34747 | $335,000

o6388246 1
8152 Sun Palm Dr, Kissimmee, FL 34747
haroldolson
LISTING AGENT:
Harold Olson

Within the gated Windsor Palms resort community with 24-hour security, this fully furnished single-family pool home is designed for easy, vacation-forward living. A new roof and installed solar panels support day-to-day comfort, with the buyer assuming the solar loan while continuing to benefit from favorable electrical rates. Inside, carpet has been replaced with laminate flooring throughout all bedrooms, creating a clean, cohesive feel that suits full-time use or hosting guests. Beyond the front door, Windsor Palms offers an impressive lineup of shared amenities: an on-site convenience store, a large community pool with tiki bar, whirlpool spa, clubhouse with fitness room, game room, tennis, a movie theater, basketball and volleyball courts, and a playground. The location is noted as minutes from Walt Disney World, Sea World, and Universal, with dining and shopping close by.

Price:
$335,000
Size:
1,567 sq ft
Contact:
Harold Olson, Epic Florida Realty LLC, 407.738.6600