Location: Clearwater
Do Not Show Listings
2561 BLACKWOOD CIR, CLEARWATER, FL 33763
$400,00067 Days on yellowkey MLS ID: TB8492045
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1322 Built: 1973Monthly Fee: $18 Tax: $6,929 (2025)Community: GreenbriarSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,929
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this charming and whimsical 2-bedroom, 2-bathroom (with bonus room) single-story home in Clearwater, Florida! Nestled in a quiet, private neighborhood, this home offers sweet upgrades, warm Florida color scheme, and flexible to make it your own. There is a clubhouse with an amazing pool, gym and fun offerings to participate in (and even resident peacocks). Conveniently located to the beautiful shores of Clearwater Beach and all the great surrounding towns like Dunedin, Gulfport, St Petersburg. Blocks away from a nature trail and close to shopping and dining at Countryside Mall. Inside, you’ll find a bright layout with a modern kitchen featuring stainless steel appliances and granite countertops. A versatile bonus room provides the perfect opportunity to convert into a third bedroom, office, or additional living space. Step outside to enjoy a screened-in lanai and a fully fenced backyard— great for pups! This home offers the perfect blend of peaceful living and coastal convenience. Don’t miss this opportunity to own a warm and inviting home in a prime location! Seller is willing to rent out the property starting July 1st.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Samantha Cline (941-962-6944)
2161 NE HILLWOOD CT, CLEARWATER, FL 33763
$475,00045 Days on yellowkey MLS ID: TB8501733
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1587 Built: 1972Monthly Fee: $18 Tax: $2,937 (2025)Community: GreenbriarSpa: NoSingle Family
Taxes:$2,937
Elementary School: Garrison-Jones Elementary-PN
High School: Dunedin High-PN
Middle School: Safety Harbor Middle-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Completely renovated from top to bottom, this stunning spacious 3 bedroom 2 bath home offers modern living in a peaceful, family-friendly setting. Nestled on a quiet cul-de-sac in beautiful neighborhood, the property features mature landscaping that provides both beauty and privacy. Step inside to discover a stunning mid century modern kitchen designed to impress, complete with elegant quartz countertops, updated cabinetry, stainless steel appliances, and high-end finishes—perfect for both everyday living and entertaining. The home also boasts newly installed hurricane-impact windows, offering enhanced safety, energy efficiency, and peace of mind. Every detail has been thoughtfully updated, creating a move-in-ready space with a fresh, contemporary feel throughout. Located in a great neighborhood known for its excellent schools, this home is ideal for families seeking comfort, style, and convenience. Don’t miss this rare opportunity to own a fully renovated home in a prime location! Roof 2021 AC 2025 Water heater 2025
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lori Citek (407-616-1692)
1456 CAMEO WAY, CLEARWATER, FL 33756
$549,90026 Days on yellowkey MLS ID: TB8508663
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1481 Built: 1967 Tax: $2,516 (2025)Community: Midway AcresSpa: NoSingle Family
Taxes:$2,516
Remarks: Charming Clearwater Oasis - A True Gem! Location, location, location! Welcome to this meticulously maintained home in the heart of beautiful Clearwater, where comfort and convenience converge. This gem is situated in a NON Flood Zone and NON EVACUATION area, offering peace of mind and tranquility. As you step through the front door, you'll immediately feel the warmth and care that have gone into every detail of this home. Numerous updates grace this property, including a fully renovated kitchen, modernized bathrooms, upgraded appliances, new flooring, energy-efficient windows with a lifetime warranty, Newer central heat and air, newer insulation and newer ceiling fans. You will also have a comfortable office, exterior security camera, alarm system, water softener and an inviting front door that sets the tone for what lies inside and so much more. Key Features: • Bright and open floor plan that flows seamlessly • A beautifully updated kitchen that is a chef's delight • Thoughtfully upgraded windows for energy efficiency • Convenient electrical setup for a generator * The 20x10 BONUS ROOM INCLUDES central heat and air, a built-in bar, and retractable awning, creating the perfect flex space for entertaining, relaxing, or a game room. While not included in the heated square footage, it adds incredible functionality and charm*. • A backyard haven with a one-of-a-kind lagoon-style pool • Pebble tech finish with embedded shark teeth • Glow in the dark tiles adding a touch of magic to your evenings • A concrete bar and an electric retractable awning for shade • Expansive space for family gatherings and entertaining • Custom artwork on the back fence adding artistic flair to your outdoor space This prime location provides quick access to Clearwater's stunning beaches, premier shopping destinations, and major airports, making everyday living a breeze. Don't miss the chance to make this exceptional property your forever home. Schedule a viewing now before this opportunity slips away!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Brenda Battalio (727-643-8616)
1951 JEFFORDS ST, CLEARWATER, FL 33764
$400,00026 Days on yellowkey MLS ID: TB8508662
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1222 Built: 1958 Tax: $1,297 (2025)Community: Fair Oaks 1St AddSingle Family
Taxes:$1,297
Remarks: Lovely home in Clearwater! This home features 3 bedrooms, 2 bathrooms, a 1-car garage and a large screened lanai! This home feels larger than the sq ft suggests! The floorplan features a living room, a separate sunroom/family room and an interior laundry room. The home is light and bright! You can make this beauty all your own with some updates! A/C 2020. The large screened lanai overlooks the treed area in the back yard. Centrally located to major roads, schools, shopping, restaurants, the airports and the beaches! This home is a must see and a pleasure to show!
Listing is courtesy of: WIKLE INCORPORATED (727-781-7974)
Listing Agent: Tina Shank (727-644-9565)
2168 KENT AVE, CLEARWATER, FL 33764
$629,90083 Days on yellowkey MLS ID: TB8486276
REDUCED by $19,000 (2.9%) on 05/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2316 Built: 1974 Tax: $4,209 (2025)Community: Sherwood Heights AddSpa: NoSingle Family
Taxes:$4,209
Remarks: Old Florida charm with modern touches. Wow! Totally renovated from top to bottom. Enter through the beautiful glass etched double front doors into the spacious foyer and experience the open floor plan that is great for entertaining. Straight ahead is the very large family room. Your eye goes right to the large and updated electric fireplace. The recessed lighting allows you to control the mood of the room. To the right of the family room is the large kitchen dining area combo. New wood cabinets, new LG appliances including a double oven that does it all from convection to air fry, new granite counters with seating area available and space for a more formal dining table. Tons of storage and custom features including a hidden spice rack, pull out drawers, deep farm house sink with a picture window overlooking the inground pool, patio area with a view of the canal. Large refrigerator with deep freezer drawers and plenty of space. Also, a built-in microwave and pantry. Let’s move now to the more formal living room with a second, updated, massive electric fire place!! So much space! Off the living room is the addition of a half bath, conveniently located close to the double doors that lead out to the pool. Also off the Livingroom is a combination laundry/ mud room with its own entrance from the outside which also includes a wet bar area, additional storage area and is also where you would access the garage from the inside of the home. Let’s now walk to the other side of the house where the 3 bedrooms are. You will notice multiple closets for more storage. Then comes the totally updated hall bath that includes both a shower with light and a large soaker tub. The attention to detail is impressive. On the right side of the hall is the 1st extra bedroom. What stands out in this room is the brightness from the natural light that comes through the windows, that overlook the expansive front yard. Such a pretty view! A bit further down the hall, also on the right is the 2nd extra bedroom. This room has its own entrance from the outside and would make a great office if you didn't need it as a bedroom. Across the hall is the huge master that also has a door to the back yard area. Just outside that door is an outside shower. So, if you've been working outside, you can rinse off before entering the home and keep the dirt outside where it belongs! The master bath was also totally renovated as well with granite counter and unique details. What is really impressive is the spacious walk-in closet with custom shelving and storage. The home includes beautiful crown molding, all new floors, new roof, new hurricane rated windows, new water tank, new complete HVAC with new duct work, all new windows and fresh paint. Now let’s talk about the back yard. This tropical oasis has huge banana trees that produce the sweetest fruit regularly and provide shade along with privacy, along with the large oak trees. Like fishing? Spend an afternoon sitting along the canal and see if anything bites! Or take a paddle boat down the canal all the way to the Gulf! And finally, the large pool with it's beautiful rescreened enclosure, fully refinished as well as a new pool pump and wonderful view of the canal and surrounding area. This amazing home is waiting for a new owner/s to start making memories that will last a lifetime. Don't let this one get away. Schedule a tour today!!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Stavrula Sam Crafa (727-409-0686)
1935 JEFFORDS ST, CLEARWATER, FL 33764
$399,00032 Days on yellowkey MLS ID: TB8506048
2 Days Off yellowkey (back on 5/14/2026)
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1266 Built: 1957 Tax: $6,335 (2025)Community: Fair Oaks 1St AddSingle Family
Taxes:$6,335
Remarks: Under contract-accepting backup offers. Welcome to 1935 Jeffords St., a beautifully maintained 2-bedroom, 3-bath home located in the heart of Clearwater! Perfectly situated on a quiet street lined with well-kept homes, this property offers comfort, convenience, and peace of mind. Just 12 minutes to world-famous Clearwater Beach, 15 minutes to vibrant downtown Dunedin, and only 22 minutes to Tampa International Airport, you’ll love the easy access to everything the area has to offer. This lovingly cared-for home features a spacious layout, a 2-car garage, and a large fenced backyard perfect for entertaining, pets, or relaxing outdoors. Major updates include a new roof in 2021 and HVAC replaced in 2019, with regular servicing for added confidence. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this Clearwater gem is ready to welcome you home!
Listing Agent: Lance Willard Llc (727-487-1894)
2424 SUNDANCER DR, CLEARWATER, FL 33759
$975,00028 Days on yellowkey MLS ID: TB8507433
0 Days Off yellowkey (back on 5/14/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3367 Built: 1980Monthly Fee: $7 Tax: $6,935 (2025)Community: Northwood Estates- Tr GSingle Family
Taxes:$6,935
Elementary School: Leila G Davis Elementary-PN
High School: Countryside High-PN
Remarks: Under contract-accepting backup offers. Elevated 82 feet above sea level in a desirable non-evacuation zone with no flood insurance required, this pool home offers the perfect blend of luxury, comfort, and peace of mind. Designed for both everyday living and effortless entertaining, the property is loaded with high-end upgrades inside and out. Nearly every window and door is hurricane impact rated, including five sets of impact sliding glass doors, impact-rated garage doors, and upgraded fiberglass entry doors with built-in blinds. Additional storm-ready features include hurricane fabric protection for the front rain-glass entry, an upgraded 200 AMP electrical panel, generator interlock system, and an included Generac 5K portable generator. Inside, the home showcases a modern aesthetic with industrial-grade porcelain tile throughout the main living areas and plush Stainmaster carpeting in the bedroom wing. The fully remodeled kitchen serves as the centerpiece of the home, featuring a dramatic 12-foot island, leathered granite countertops and backsplash, solid wood lacquered cabinetry, and a complete suite of KitchenAid appliances installed in 2020. The living room centers around a beautifully refreshed wood-burning fireplace accented with a leathered granite surround. Additional interior upgrades include interior and exterior paint completed in 2020, partially removed and retextured popcorn ceilings, updated ceiling fans, exterior lighting, blinds, curtains, and window treatments throughout. The spacious primary suite features a custom walk-in closet designed by Closets by Design and an updated shower with a new tile floor and upgraded shower head. A remodeled pool bath adds convenience and functionality for guests and outdoor entertaining. Step outside to your private backyard retreat where resort-style living awaits. The screened pool enclosure was replaced in 2020, surrounding a sparkling saltwater pool equipped with a 2020 pool filter, LED pool light, remote-controlled cleaner, suction sweep, and a brand-new pool pump and salt cell installed in 2025. An outdoor shower offers added convenience after pool days, while the covered hot tub lounge area creates the feel of a private resort with new pavers, enclosed roofing, and a ceiling fan. The hot tub, added in 2023 and barely used, will stay with the home and convey to the new owner. Additional upgrades include new gutters, a water softener and whole-house filtration system, an Electrolux commercial-grade front-loading washer and dryer with pedestals, vinyl fencing with both walk-through and double gates, and a garage driveway camera that can convey. Meticulously maintained and move-in ready, this home is the complete package for enjoying the very best of Florida living.
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
1500 MAPLE ST, CLEARWATER, FL 33755
$1,399,000260 Days on yellowkey MLS ID: TB8429998
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3850 Built: 1925 Tax: $3,823 (2024)Community: GlenwoodSpa: YesSingle Family
Taxes:$3,823
Elementary School: Skycrest Elementary-PN
High School: Clearwater High-PN
Tax Year: 2024
Middle School: Dunedin Highland Middle-PN
Remarks: Live in Resort-Style Luxury While Earning Passive Income! Welcome to paradise in the heart of Clearwater — just 10 minutes from the world-renowned Clearwater Beach, within walking distance to Clearwater Country Club, and in an A-RATED school district. This beautifully updated and income-generating MULTIFAMILY QUADPLEX resort combines timeless elegance with modern upgrades, offering a truly unique blend of residential comfort and business potential. Whether you're looking to live in style while offsetting your mortgage or expand your portfolio with proven 5-star short and long term rental success, this property delivers. Zoned for FIVE UNITS, with the potential of earning over $200,000 in annual rental income, this high-performing asset comes fully furnished and turnkey — ready for immediate occupancy for multigenerational living or continued rental use. Set on a spacious 1/3 acre CORNER LOT, the centerpiece is a 1925 Mediterranean masterpiece bursting with original charm and character. Inside you’ll find terracotta tile floors, original red oak hardwood floors and red oak accents through out, soaring ceilings, 10" baseboards, rope twist door and window molding, a cozy fireplace, natural gas burning appliances, AND an ATTACHED MOTHER IN LAW SUITE WITH A PRIVATE ENTRANCE! The chef-inspired kitchen features a gas range, granite countertops, stainless steel appliances, and ample cabinet space. The primary home features an attached mother in law suite that can either be utilized with main home access or can remain separate to create two units. The other two apartments are located in the detached building adjacent to the pool. Each of the four units on this property boasts private entrances and has been thoughtfully remodeled with modern touches and inviting décor — perfect for vacationers or long-term tenants alike. Step outside to your private oasis: a resort-style pool with a brand new gas heater surrounded by a pavered entertaining deck complete with an outdoor kitchen and bar, brand new $12,000 hot tub, pool table, and a variety of games — ideal for hosting guests or relaxing in style. Additional features include a woodworking shed and storage shed for hobbyists or added storage, a 40-foot parking space for an RV or camper with electrical hookups and water, and fully landscaped grounds offering privacy and charm. This multifunctional property is a rare gem in one of Clearwater’s most desirable locations, nestled within the historic Glenwood neighborhood. Whether you want a luxe home with unmatched character, an income stream, or both — this quadplex is the ultimate lifestyle and investment package.
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Katie Patterson (727-771-5660)
2670 RED OAK CT, CLEARWATER, FL 33761
$595,000305 Days on yellowkey MLS ID: TB8415612
REDUCED by $30,000 (4.8%) on 04/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1878 Built: 1978 Tax: $2,503 (2024)Community: Countryside Tr 8 Unit OneSpa: NoSingle Family
Taxes:$2,503
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Back on the Market, Better Than Ever! This beautifully maintained pool home shines with brand-new interior paint throughout (2026), including the garage, and a sleek epoxy-finished garage floor (2026), offering 4 bedrooms, 2 bathrooms, and a 2-car garage designed for both style and function. With No HOA, it delivers the ideal blend of comfort, privacy, and convenience. Situated in a quiet cul-de-sac on one of the highest points in Pinellas County, the flood-safe setting provides added peace of mind during storm season. Recent updates include a new roof (2024), pool screen (2024), pool pump (2025), and water heater (2022). Additional features include solar pool heating, generator, hurricane shutters, and a water softener. The split-bedroom floor plan offers privacy in the primary suite, while the main living areas are thoughtfully designed for both everyday living and entertaining. Upon entry, the living room flows seamlessly into the dining area with sliding doors opening to the pool. On the opposite side, a breakfast room with built-in cabinetry leads into a TV/media room. Both spaces connect at the heart of the home—the kitchen—featuring vaulted ceilings and skylights that fill the space with natural light. The spacious laundry room includes extra cabinetry, a freezer, and a wine refrigerator. Outdoor living is a true highlight, with a beautiful pool and expansive lanai—perfect for entertaining or relaxing in your own private oasis. The fully fenced backyard is surrounded by lush tropical landscaping, guava and lemon trees, and includes an irrigation system with a new pump and relay, plus a storage shed for garden tools. Conveniently located with quick access to US-19 and McMullen Booth Road, the home is minutes from Countryside Mall, Whole Foods, Trader Joe’s, Publix, ALDI, gyms, golf courses, and the Pinellas Trail. Downtown Safety Harbor and Downtown Dunedin are nearby, with Honeymoon Island and Clearwater Beach offering easy coastal escapes. Less than 20 minutes to St. Pete–Clearwater International Airport and approximately 25 minutes to Tampa International Airport. With a spacious layout, unbeatable location, and beautiful landscaping, this home is truly one of a kind. Schedule your showing today and experience the best of Clearwater living!
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Adriana Gajdosova (917-496-5643)
570 CASLER AVE, CLEARWATER, FL 33755
$515,00071 Days on yellowkey MLS ID: TB8490920
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1823 Built: 1969 Tax: $7,012 (2025)Community: Ambleside 2Nd AddSingle Family
Taxes:$7,012
Remarks: Property is Leased until December 1st. Welcome to this beautifully updated 3-bedroom, 2-bath home, perfectly positioned on an oversized corner lot in the desirable Estates of Florida. Offering true peace of mind, this property remained completely dry through recent major hurricanes with no flooding. Inside, you’ll find a bright, open layout designed for modern living. Luxury flooring runs throughout the main areas, while large windows fill the home with natural light. The kitchen stands out as the heart of the home, featuring granite countertops, stainless steel appliances, and a spacious island ideal for cooking, dining, and gathering. The primary suite offers privacy and comfort with a generous closet and an en suite bath complete with double vanity and a walk-in, custom-tiled shower. A split floor plan provides separation from the secondary bedrooms and a full bath with updated finishes. Step outside to a large backyard with plenty of space to relax, entertain, or play. Located near Spring Lake, you’ll enjoy easy access to outdoor activities including kayaking and nature trails. 2024 Roof, hurricane rated windows, and electrical panel. Conveniently located near top-rated schools, parks, golf, beaches, shopping, dining, and major roadways—this home delivers comfort, convenience, and lifestyle all in one. Lease ends December 1st 2026
Listing is courtesy of: WEALTH HAVEN REALTY (813-817-5442)
Listing Agent: Jeffrey Tabares (813-817-5442)
1835 ALICIA WAY, CLEARWATER, FL 33764
$2,995,000343 Days on yellowkey MLS ID: TB8402218
Bed: 6 Bath: 8.0 Gar: 13 Liv Area Sq Ft: 7053 Built: 1978Monthly Fee: $42 Tax: $25,119 (2025)Community: Little Pete TrSpa: YesSingle Family
Taxes:$25,119
Elementary School: Belcher Elementary-PN
High School: Largo High-PN
Middle School: Oak Grove Middle-PN
Remarks: Hidden within the private enclave of Kent Place, this extraordinary Clearwater estate feels less like a residence and more like a world of its own. Set beneath majestic oaks on beautifully manicured grounds, the property blends grand-scale entertaining, resort-inspired amenities, and unmatched flexibility into one unforgettable offering. From the moment you step through the gallery-style foyer, the home unfolds as a series of immersive spaces designed to surprise and inspire. A striking Key West-inspired retreat, complete with hand-painted murals, skylights, and dramatic walls of glass, creates an atmosphere that feels transported straight from the southernmost point of Florida. Designed for both intimate evenings and large-scale entertaining, the living spaces flow effortlessly from a sophisticated formal dining room to a richly appointed family room with fireplace, wet bar, cigar cabinet, and WINE CELLAR. At the center of the home, the chef’s kitchen is outfitted with premium stainless steel appliances, an oversized island, and seamless access to one of the estate’s most remarkable features—an enclosed INDOOR POOL AND SPA surrounded by custom murals celebrating Tampa Bay’s most iconic landmarks. Glass accordion doors allow the space to transform from private retreat to entertainer’s showpiece in moments. The primary suite is a private sanctuary unto itself, featuring a dedicated office, secondary laundry, custom built-ins, spa-inspired bath, and an extraordinary multi-level cedar-lined dressing room with illuminated glass cabinetry and exceptional storage throughout. Guests are treated to a dramatic, castle-inspired suite complete with soaring ceilings, STEAM ROOM, SAUNA, whirlpool tub, and walk-in shower, while two additional ensuite-style bedrooms offer abundant natural light and walk-in closets. Ideal for multigenerational living, long-term guests, or private staff accommodations, a separate two-bedroom, two-bath residence includes its own kitchen, living areas, and theater room. For the automotive enthusiast, the estate offers an exceptionally rare collector’s garage experience with six bays, four lifts, and capacity for up to 10 vehicles, in addition to a separate three-car garage and expansive utility and storage spaces. IMPACT-RATED WINDOWS AND SHUTTERS, MULTIPLE GENERATORS, custom craftsmanship, and thoughtfully curated details at every turn elevate the property into a category rarely found in Tampa Bay. Just minutes from world-class beaches, shopping, dining, and two international airports, 1835 Alicia Way is a statement estate designed for those who value privacy, creativity, and a home unlike anything else on the market.
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Martha Thorn (727-432-9019)
1409 NELSON AVE, CLEARWATER, FL 33755
$399,00061 Days on yellowkey MLS ID: TB8488195
1 Days Off yellowkey (back on 5/14/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1957 Tax: $999 (2024)Community: Highland Pines 5Th AddSpa: NoSingle Family
Taxes:$999
Remarks: Under contract-accepting backup offers. Welcome to your own private oasis in the heart of Clearwater! This beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and financial advantage. Take advantage of a rare VA assumable loan at just 4.37 interest, offering significant monthly savings compared to today’s rates, a true standout opportunity for qualified buyers. Solar will be paid off at closing so enjoy an average monthly electric bill around only $36/month!!! Step inside to discover a freshly painted interior and a fully updated kitchen featuring elegant marble countertops and brand-new appliances, ideal for both everyday living and entertaining. The home also boasts completely renovated bathrooms (2026), delivering a modern, move-in-ready experience. Outdoors, escape to your stunning in-ground pool, surrounded by a thoughtfully designed space that creates a true backyard retreat. A designated garden area adds charm and versatility. A perfect space for entertaining guests, relaxing poolside, or enjoying your own slice of Florida living. Additional highlights include energy-efficient solar panels, helping reduce long-term utility costs while adding value. Located just a short drive from Florida’s world-renowned Gulf beaches, this home offers the best of location, lifestyle, and opportunity. Schedule your private tour today. This one won’t last!
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Audra Donaldson (618-335-1296)
1590 PEACEFUL LN N, CLEARWATER, FL 33756
$430,000203 Days on yellowkey MLS ID: TB8449176
REDUCED by $20,000 (4.4%) on 05/13/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1964 Tax: $2,364 (2024)Community: Leisure AcresSingle Family
Taxes:$2,364
Remarks: LOCATION, LOCATION, LOCATION!!! Perfectly nestled between Eagle Lake Parks, Highland Recreation Center, just minutes to Shopping, Dining & Entertainment, and only 10 Minutes from the Beaches is where you will find this Amazing Home. Boasting almost 1,700 SF of Living Space and featuring 3 Spacious Bedrooms, 3 Full Bathrooms, Large Living Room, Dining Area, PLUS a Bonus IN-LAW SUITE or OFFICE, a COZY SCREENED LANAI & an oversized 2 Car Garage; there is Ample space to ROAM & still PRIVACY for Everyone! The Primary Bedroom features an en-Suite Bathroom with a walk-in shower and a linen closet. Step out the back door and create your Private Paradise in the fully fenced Backyard. The Oversized 2 Car Garage offers Extra Space for Storage & Workshop Space. ADVENTURE is waiting just outside the Front Door! A short 3-Minute Walk brings you to the entrance of either Eagle Lake Park or Highland Recreation Center and Largo Sports Complex offering your choice of Activities including Swimming, Playgrounds, Walking and Biking Trails, Fishing, Classes, and so much more! Located HIGH & DRY in a Non-Flood Zone & Non-Evacuation Zone! This home is perfect as a Primary or Second Home and offers Opportunity for those looking to Invest or completing a 1031 Exchange. The property is physically located within the City of Largo which allows both Short & Long Term Rentals. It is rare to find Homes for Rent in this neighborhood and Rentals are in HIGH DEMAND; providing the opportunity to generate Above Average Rates for both Long Term Leasing and Short Term Vacation Rentals. DON'T MISS OUT ON THIS RARE OPPORTUNITY IN SUCH AN IDEAL LOCATION & SCHEDULE YOUR SHOWING APPOINTMENT TODAY!!!!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)
Listing Agent: Ryan Repko (727-484-2726)
349 69TH ST N, CLEARWATER, FL 33764
$319,900243 Days on yellowkey MLS ID: TB8436167
REDUCED by $5,000 (1.5%) on 05/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1957 Tax: $3,965 (2024)Community: Roosevelt HighlandsSingle Family
Taxes:$3,965
Elementary School: Frontier Elementary-PN
High School: Pinellas Park High-PN
Middle School: Fitzgerald Middle-PN
Remarks: Charming Clearwater Gem in Roosevelt Highlands! Discover this rare find in the desirable Roosevelt Highlands community—a solid block-construction home featuring 2 bedrooms, 2 baths, a large carport, and additional parking for up to six vehicles. With 1,170 heated sq ft (2,268 total) on a 50 ft × 135 ft lot (0.155 acres), this home offers both comfort and flexibility. Enjoy a spacious screened-in porch and a large Florida room that could easily be converted into another living area, office, or guest suite—plus a storage shed for tools or hobbies. Located in Flood Zone X and unincorporated Pinellas County, you can park your boat, RV, or trailer with no HOA restrictions. This well-cared-for property has had only two owners, is fully fenced, and provides ample outdoor space for entertaining or expansion. Enjoy a prime Clearwater location just minutes from the Gulf Beaches, golf courses, shopping, dining, and major commuter routes connecting you to Tampa and St. Petersburg. Opportunities like this in Roosevelt Highlands are rare—schedule your showing today and make this Florida classic your own!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Vivian Resnick (813-410-2890)
2277 S LAGOON CIR, CLEARWATER, FL 33765
$389,90033 Days on yellowkey MLS ID: TB8506097
0 Days Off yellowkey (back on 5/13/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1340 Built: 1959 Tax: $6,653 (2025)Community: Clearwater ManorSpa: NoSingle Family
Taxes:$6,653
Elementary School: McMullen-Booth Elementary-PN
Remarks: One or more photo(s) has been virtually staged. Welcome to 2277 Lagoon Circle S in Clearwater — a beautifully maintained 2-bedroom, 2-bath home offering a wonderful blend of comfort, functionality, and outdoor enjoyment. Situated on a double lot, this property provides an abundance of space both inside and out, creating endless possibilities for entertaining, recreation, gardening, storage, or simply enjoying the Florida lifestyle. A circular driveway adds convenience and curb appeal, while the expansive fenced backyard serves as a private retreat complete with a sparkling pool and two sheds offering excellent additional storage, workshop space, hobby space, or room for outdoor equipment. Inside, the home features a welcoming living room, a large family room with dining area, and a beautiful kitchen highlighted by granite countertops, ample cabinet space, and a gas range for those who enjoy cooking with precision and control. The layout offers flexibility for everyday living, relaxing, hosting guests, or creating work-from-home areas. Additional features include a tankless gas hot water heater for energy efficiency and continuous hot water. The laundry area is conveniently located in the garage, and the attached 1-car garage provides additional storage and parking options. Located in a centrally positioned area of Clearwater, this home offers convenient access to a variety of shopping, dining, entertainment, parks, and everyday amenities. The property is approximately 3 to 5 miles from the Westfield Countryside Mall area with its popular retail, restaurants, and entertainment options. Outdoor enthusiasts will appreciate the proximity to local parks, golf courses, and recreational facilities throughout north Clearwater and nearby Safety Harbor and Dunedin. World-famous Clearwater Beach is approximately 10 to 12 miles away, offering sugar sand beaches, waterfront dining, boating, fishing, and year-round activities. Downtown St. Petersburg is approximately 20 to 25 miles away, while downtown Tampa and Tampa International Airport are roughly 18 to 20 miles away, making commuting and travel convenient. Whether you are looking for a primary residence, seasonal getaway, or property with room to personalize and enjoy, this home offers an exceptional opportunity in a desirable Clearwater location. All information is believed to be accurate but is not guaranteed. Buyers and agents to verify all facts and information pertinent to their purchase decision.
Listing is courtesy of: RESULTS REAL ESTATE INC (727-596-8181)
Listing Agent: Stephanie See (727-580-6275)
6673 146TH AVE N, CLEARWATER, FL 33764
$450,000389 Days on yellowkey MLS ID: TB8386986
REDUCED by $50,000 (10.0%) on 04/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 480 Built: 1939 Tax: $923 (2024)Community: Pinellas GrovesSingle Family
Taxes:$923
Remarks: A great opportunity to acquire four (4) grandfathered lots in unincorporated Clearwater that offer the opportunity to build a 4-plex or 5-plex multi-family home according to the Pinellas County Housing & Community Development Zoning Division, or the three existing buildings can be updated to use as rental properties. Live in one home & rent the other two homes for steady income. It's Zoned C-2 that offers flexibility for other commercial uses.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Garrett Grimes (727-403-8723)
1389 CHESTERFIELD DR, CLEARWATER, FL 33756
$575,00037 Days on yellowkey MLS ID: TB8504519
3 Days Off yellowkey (back on 5/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1414 Built: 1962 Tax: $6,700 (2025)Community: Chesterfield HeightsSingle Family
Taxes:$6,700
Elementary School: Ponce de Leon Elementary-PN
Middle School: Largo Middle-PN
Remarks: Under contract-accepting backup offers. Whether you're searching for your forever home, a sun-soaked Florida retreat, or a savvy investment property — 1389 Chesterfield Drive has you covered. This stunning coastal gem checks every box, and then some. MOVE-IN READY | NEWLY RENOVATED | NO FLOOD ZONE | NO HOA The hard work is already done: Roof (2023), water heater (2023), 125-amp electrical panel (2022), HVAC (2019), screened lanai (2023), gutters (2023), irrigation pump (2023), and appliances (2023). Pack your bags and start living — this home is ready when you are. A recently completed four-point inspection is available upon request, giving you even greater peace of mind. Tucked into a wonderful, established neighborhood within the city limits of Largo, this beautifully designed 3-bedroom, 2-bath coastal home sits just 10 minutes from the beach. From the moment you step through the front door, something shifts — the coastal vibe wraps around you, and it immediately feels like home with a bright open layout. Luxury vinyl plank flooring flows seamlessly throughout, anchoring the open-concept design. The updated kitchen features spectacular quartz countertops, handcrafted tile backsplash, new stainless steel appliances, a designer range hood, and floating shelves that are equal parts functional and gorgeous. Step through to the screened-in lanai and let Florida do its thing. A heated in-ground pool glistens over a paver patio, surrounded by a fully fenced, private backyard complete with a pool shed. A great space for gathering with friend and family, this outdoor space was made for making memories. The primary suite is your personal sanctuary, featuring an en-suite bath and a generous sitting area large enough for a dedicated home office. Both bathrooms have been refreshed with new vanities. The two-car garage offers built-in shelving to keep life organized. And a lawn with a fully automated irrigation system that runs off a private well, without the added water bill. The flexibility here is truly rare. Approved for short-term rentals by the City of Largo, this home works beautifully as a primary residence, a second home escape, or an income-generating investment property. Turnkey setup. Furniture negotiable with a strong offer. All of this, just minutes from the Gulf beaches, top-rated restaurants, shopping, and everything the Coast has to offer. Homes like this don't wait. Neither should you.
Listing Agent: Peter Bonanno (603-496-0201)
2017 KAMENSKY RD, CLEARWATER, FL 33763
$450,00037 Days on yellowkey MLS ID: TB8504426
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $40,000 (8.2%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1443 Built: 1981 Tax: $1,158 (2025)Community: Cedar HeightsSingle Family
Taxes:$1,158
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT... Your new home awaits! Experience the essence of Florida living in this beautifully maintained 1981 Mediterranean Style block home, offered by its original owner. Rich in character and timeless charm, this residence welcomes you with elegant arched doorways, tasteful furnishings, crown molding, and ceiling fans in nearly every room. Enjoy peace of mind with major updates already completed, including a new roof in 2020, a well maintained HVAC system replaced in 2020, and updated plumbing in 2019! Thoughtfully designed with a desirable split-bedroom floor plan, both the primary suite and guest bedroom feature double door access to the expansive 280-square-foot screened lanai. Designed for true indoor-outdoor living, the spacious lanai is the perfect setting for entertaining, dining or simply unwinding, complete with two ceiling fans for year-round comfort. Beyond the lushly landscaped backyard seamlessly extends into a beautifully maintained city green space, frequently visiting by native Florida wildlife, creating a peaceful and private nature backdrop. Additional highlights include an indoor laundry room with full-size washer and dryer, ample outdoor space with room to add a pool, and endless potential to create your own backyard oasis! Don't miss this rare opportunity to own a lovingly cared-for one-owner home filled with charm, quality, and endless possibilites for making new memories~
Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
Listing Agent: Barbara Strickland (813-966-1889)
1358 BYRON DR, CLEARWATER, FL 33756
$469,95044 Days on yellowkey MLS ID: B4902245
1 Days Off yellowkey (back on 5/12/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1650 Built: 1960 Tax: $5,796 (2025)Community: BrookhillSpa: NoSingle Family
Taxes:$5,796
Elementary School: Belleair Elementary-PN
Remarks: Under contract-accepting backup offers. Welcome home to the best of Clearwater living in this beautifully refreshed mid-century modern home, where timeless character meets meaningful updates. From the moment you arrive, the freshly painted exterior creates a warm, inviting first impression that carries throughout. Inside, classic terrazzo floors ground the home in its original charm, while preserved vintage tile in the bathrooms adds a layer of character that’s both rare and desirable. Major updates including a new roof, HVAC system, sewer line, and a full suite of new appliances with natural gas, give peace of mind without compromising the home’s mid-century charm. At the heart of the home, the kitchen is where life naturally unfolds. Imagine morning light pouring in as coffee brews, the ease of preparing meals with new appliances, and evenings filled with conversation as cooking becomes part of the experience. The space flows effortlessly into the living area, where a cozy fireplace creates the perfect setting for quiet nights at home. Large windows frame a peaceful view of the backyard, blending indoor comfort with outdoor living. Designed for both function and ease, the home offers generous storage and a spacious laundry area that supports everyday living. Step outside to your private retreat, complete with a pool and a large fenced backyard, ideal for entertaining, relaxing, or simply enjoying Florida’s year-round sunshine. A rare opportunity to own a home that captures the essence of mid-century design while offering the updates today’s buyers expect. Located just minutes from Clearwater Beach and zoned for highly regarded schools, this property delivers convenience, lifestyle, and long-term value with the added benefit of no HOA.
Listing is courtesy of: LANDSEARCH LLC (863-858-4399)
Listing Agent: Jessica Brady (704-969-4096)
2033 TIMBER LN, CLEARWATER, FL 33763
$309,00032 Days on yellowkey MLS ID: TB8505992
0 Days Off yellowkey (back on 5/11/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 980 Built: 1960Monthly Fee: $15 Tax: $893 (2025)Community: GreenbriarSingle Family
Taxes:$893
Remarks: Under contract-accepting backup offers. Welcome to 2033 Timber Lane, a charming 2-bedroom, 2-bath home located in the desirable Greenbriar community. Perfectly situated near US-19, Countryside, Downtown Dunedin, and the Pinellas Trail. HVAC is brand new. Inside, you’ll find a bright and inviting layout featuring a spacious kitchen with abundant cabinet space, classic plantation shutters, and a cozy dining area overlooking the backyard. Added bonus is a generator outlet installed, offering added convenience and peace of mind during storm season. The second bathroom, located in the garage, classic characteristic found in many original Florida homes. Enjoy living year-round from the screened-in patio, the perfect spot for morning coffee and watching the neighborhood peacocks. Greenbriar residents enjoy a low annual HOA fee along with access to community amenities, including a nearby pool, clubhouse, and regular neighborhood events that create a welcoming community atmosphere. This home is full of potential, schedule your private showing today!
Listing is courtesy of: ARC REALTY GROUP (800-636-2080)
Listing Agent: Sapir Simply (727-403-0507)
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