Location: Colonial Oaks, Sarasota
Do Not Show Listings
5599 WILDE OAK WAY, SARASOTA, FL 34232
$519,900Listed 04/08/2026 7:29AM MLS ID: A4688991
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1999 Built: 1990Monthly Fee: $44 Tax: $5,003 (2025)Community: Colonial OaksSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,003
Elementary School: Brentwood Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Nestled near the end of a Cul-de-Sac, with a Private Setting backing to a Nature Preserve, this Beautifully maintained 3-bedroom, 2-bathroom split-plan home offers 1,999 SF of living space with the perfect blend of comfort, updates, and location. Major improvements provide peace of mind, including a new roof and skylights (2018), impact windows (2019 & 2020), A/C system (2020), and hot water heater (2020). Step inside to find an updated kitchen and bathrooms, complemented by wood laminate and tile flooring throughout. The living room and primary bedroom feature elegant plantation shutters, adding both style and functionality. An indoor laundry room with additional storage adds everyday convenience. Enjoy flexible living with an expansive 390 SF Air Conditioned Florida Room overlooking the fenced backyard—ideal as a game room, playroom, fitness space, home office, or entertainment area. A screened entry porch enhances curb appeal and provides a welcoming outdoor space, while the oversized 2-car garage offers ample storage. Ideally located near Colonial Oaks Park with access to a gymnasium, basketball courts, tennis, pickleball, playgrounds, and picnic areas. Just minutes from Doctors Hospital, shopping, dining, and I-75, this home delivers both tranquility and accessibility. Don’t miss this move-in ready gem in a highly desirable location!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
2158 CORK OAK ST, SARASOTA, FL 34232
$430,00020 Days on yellowkey MLS ID: A4686101
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 1989Monthly Fee: $44 Tax: $2,557 (2025)Community: Colonial OaksSingle Family
Taxes:$2,557
Remarks: One of the larger homes currently available in Colonial Oaks. New roof in 2024 and new AC in March 2026. This 3 bedroom PLUS OFFICE OR 4th BEDROOM home has 2 bathrooms and 2 car garage, a large living room with a fireplace and sliders to the back lanai, a spacious dining room, a kitchen overlooking the living room with stainless steel appliances, and a dinette area framed by windows. The primary bedroom has more than enough space and hosts an en-suite bathroom equipped with dual sinks, shower, walk-in closet and linen closet, and a separate water closet. Truly a family home with 2 additional bedrooms and an office provide flexible space for a 4th bedroom. The 2nd bathroom has a tub/shower combo and access to the expansive lanai for convenient entertaining. The shaded and quiet yard adds comfort to an already welcoming place to call home. Colonial Oaks is a dog friendly community with a 23-acre park offering courts for pickleball, tennis and basketball. Indoor rooms allow for classes and recreation programs and a half court gymnasium, a playground and picnic area is perfect to have in your neighborhood along with the indoor space available for rent. The location is ideal with entrance and exits via Cattlemen Road and Honore Ave. Close to shopping, dining, schools, I-75 and everywhere else you want to go. Close enough to enjoy the best of Siesta Key Beach and downtown Sarasota whenever you wish. This well-maintained property is ready for new owners to add their special touches, with a newer roof and AC already in place. According to the county, a FENCE IS PERMITTED on this property.
Listing is courtesy of: WIEGAND REALTY (941-232-0946)
Listing Agent: Jeaneen Wiegand (941-232-0946)
2529 RUSTIC OAK CT CT, SARASOTA, FL 34232
$479,00069 Days on yellowkey MLS ID: A4680552
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2026 Built: 1986Monthly Fee: $47 Tax: $3,225 (2024)Community: Colonial OaksSingle Family
Taxes:$3,225
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to this rare Colonial Oaks cul-de-sac gem, offering serene lake views and an ideal blend of comfort, style, and location. This beautifully updated 3-bedroom, 2-bath home with a dedicated office/den is nestled in one of Sarasota’s most sought-after communities. Step through the formal entry into a spacious family room highlighted by a cozy wood-burning fireplace—perfect for relaxing or entertaining. New luxury vinyl plank flooring runs throughout the home, adding both elegance and durability. The fully updated kitchen features modern finishes and a separate eat-in space ideal for casual dining. The primary suite serves as a private retreat, complete with a generous walk-in closet and a spa-like bathroom featuring a large soaking tub. Sliding glass doors open to a private patio where you can enjoy your morning coffee while overlooking the tranquil pond. Additional sliders from the living room and third bedroom lead to a screened-in lanai, creating seamless indoor-outdoor living. With ample yard space, there’s plenty of room to personalize and make this home your own. Major upgrades include a new roof (July 2021) and a new AC system (2020), providing peace of mind for years to come. Located just minutes from downtown Sarasota, you’ll enjoy easy access to vibrant shopping, dining, world-class beaches, parks, and endless amenities. This is a rare opportunity to own a lakeview home in an unbeatable location—don’t miss your chance to make this Sarasota dream home yours!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Pietron (701-213-2740)
2105 CORK OAK ST, SARASOTA, FL 34232
$479,00059 Days on yellowkey MLS ID: A4681605
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1989Monthly Fee: $44 Tax: $4,378 (2025)Community: Colonial OaksSingle Family
Taxes:$4,378
Remarks: 2105 Cork Oak St is a 3 bedroom 2 bath home located in Colonial Oaks subdivision. This concrete block home has a split floor plan with the main bedroom and 2 guest rooms as well as an open concept with the living room being the center of the home with views of the kitchen, dining room and screened in patio. Other features include a 2 car garage, corner lot, irrigation system, impact sliding glass doors and more. The neighborhood is near I-75, shops and restaurants and also features tennis and basketball courts, a community gymnasium, shaded picnic tables with BBQ grills, walking trails and a fenced-in play area for the kids.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Troy Robbins (941-356-1613)
5594 WILDE OAK WAY, SARASOTA, FL 34232
$465,59021 Days on yellowkey MLS ID: A4685501
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 1992Monthly Fee: $44 Tax: $2,460 (2025)Community: Colonial OaksSpa: YesSingle Family
Taxes:$2,460
Remarks: One or more photo(s) has been virtually staged. Welcome Buyers or Investors to your new residence priced well under $500,000 with a Pool, Spa & Newer Roof located in the lovely Colonial Oaks community! Walk through the double front entry doors offering beautiful & inviting views of the pool, setting the tone for Florida living at its best. This spacious house offers 1944 square feet of living space with 3 bedrooms and 2 baths, providing plenty of room to live, relax and entertain! Bring your vision and creativity to life in this wonderful home with endless possibilities! The open and split floor plan features a private primary suite located on one side of the home, while the guest bedrooms and guest bath are located in a separate wing, providing comfort and privacy for family and guests. Multiple living areas include a formal living room, dining room and open kitchen with dinette overlooking the family room with sliding glass doors out to your breathtaking pool and spa. An abundance of flexible space for every day living or gatherings with family and friends. Step outside to your generous sized lanai, perfect for relaxing or entertaining after enjoying a refreshing dip in your fabulous pool and spa! A fenced yard enhances your outdoor privacy. Recent improvements include a NEW ROOF (2023), WATER HEATER (2025) and newer Refrigerator, offering added value and peace of mind.Enjoy nearby Colonial Oaks 23-acre Park open to the public and county-maintained. A vast amount of activities include walking trails, basketball & tennis courts, picnic pavilions, half-court gymnasium, meeting rooms, playground, dance and exercise classes. Come experience Sarasota’s beautiful beaches, restaurants, vibrant downtown, cultural and art venues, UTC Mall and so much more! This home offers the perfect combination of lifestyle, location and opportunity! Easy to show so please schedule your private showing today, plus this residence is available for a quick closing! Move right in to your new home sweet home!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Terri Harrington (941-527-7244)
5348 BENT OAK DR, SARASOTA, FL 34232
$560,00013 Days on yellowkey MLS ID: A4687156
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1734 Built: 1987Monthly Fee: $44 Tax: $3,895 (2025)Community: Colonial OaksSingle Family
Taxes:$3,895
Remarks: It’s always about the view and outdoor living from this stunning residence on a 139-foot-wide lake view with a sparkling 16-by-29 heated pool set in preferred southern exposure. Set in the luxury and tranquility of the popular Colonial Oaks neighborhood, this home is minutes from Siesta Key Beach, downtown Sarasota, top rated schools, parks and Legacy Trail. The home features a modern design with meticulous attention to detail, highlighted by rich landscaping and exceptional curb appeal. The oversized garage has additional storage, an EV plug receptacle, newly finished epoxy floor coating and a 200-amp electrical panel installed in 2024. A double-door entry welcomes you inside to a newly painted neutral palette, tile flooring and with views to the lake from nearly every room, so the interior and exterior blend delicately as one. An impressive layout includes three spacious bedroom and two full baths, designed with an open concept in mind. The chef-inspired kitchen is a culinary dream, featuring Cambria quartz countertops, a single-level island with large breakfast bar, stainless steel appliances, induction range, pull-outs in two pantry cabinets. There is a pass-through window and bar to the outside lanai to enjoy al fresco dining, surrounded by a serene view with spectacular sunsets. Morning coffee or evening beverages are enhanced by the environment. Spacious laundry room with new washer and dryer installed in 2025. The owner’s suite is a retreat, boasting large walk-in closet and updated bath. Split plan with guest bedrooms on opposite side of residence. The home is equipped with PGT hurricane impact door, sliders and windows installed in 2023. On a practical note: a new roof was installed in 2021, hot water heater in 2025 and numerous other recent upgrades and improvements. This residence exemplifies outdoor living, making it ideal for entertaining or enjoying quiet moments in a fabulous setting. Lush palms, a pergola with multicolored bougainvillea, paver walkways and an additional patio all enhance the terrain. Low HOA fees without a CDD fee.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Todd Currey (941-402-6000)
5753 COLONIAL OAKS BLVD, SARASOTA, FL 34232
$435,00026 Days on yellowkey MLS ID: A4686200
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1987Monthly Fee: $33 Tax: $4,177 (2025)Community: Colonial OaksSingle Family
Taxes:$4,177
Remarks: Welcome to 5753 Colonial Oaks Boulevard, a well-maintained home located in the highly desirable Colonial Oaks neighborhood of Sarasota. This property offers a great combination of comfort, functionality, and outdoor living. Inside, you’ll find an updated bathroom featuring a modern overhead shower, adding a fresh and contemporary touch to the home. The garage has been thoughtfully converted into a full at-home gym, creating a versatile space perfect for fitness enthusiasts. The gym equipment is available for purchase separately for buyers who want a ready-to-go workout space and has air condition. The home also features HURRICANE IMPACT WINDOWS, providing added security, energy efficiency, and peace of mind. Step outside to enjoy the private backyard, which is fully fenced with durable vinyl fencing, making it ideal for pets, entertaining, or relaxing outdoors. The screened-in back patio offers a comfortable space to enjoy the Florida lifestyle year-round, while the separate outdoor area with a hot tub creates the perfect spot to unwind at the end of the day. Located in an established Sarasota community close to shopping, dining, parks, and just a short drive to the area’s beautiful beaches, this home is a fantastic opportunity to enjoy the best of Florida living
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Rodrigo Posada (941-544-1133)
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