Location: Sarasota
Do Not Show Listings
530 SAINT ANDREWS DR, SARASOTA, FL 34243
$430,00050 Days on yellowkey MLS ID: A4690819
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1593 Built: 1963 Tax: $4,878 (2024)Community: Whitfield Country Club Estates 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,878
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Discover easy Florida living in this updated 3-bed, 2-bath home located in the highly desirable Whitfield Country Club Estates—where there are no HOA fees and plenty of room to make the home your own. Perfect for first-time buyers, downsizers, or anyone craving a relaxed coastal lifestyle, this home features a freshly landscaped yard, a spacious fenced backyard, and a handy storage shed nestled among mature trees. Step into the large Florida room with NEW hurricane-impact windows and a mini-split heat/AC system (2026) adding an additional 363 sq ft of year-round HVAC space—an ideal spot to enjoy morning coffee or evening downtime with peaceful views of the greenery. Major upgrades give you peace of mind, including: Metal roof (2023), A/C system (2021), Updated electric panel (2023), Repiped (2020), Water heaters (2022 & 2005). Inside, the home offers generously sized rooms and an inviting living area perfect for hosting friends or family. Two bedrooms also feature their own wall-mounted mini-split units for added comfort during warmer months. All of this is set in a well-established, walkable neighborhood just minutes from beautiful beaches, great restaurants, shopping, museums, golf, and the airport. Move-in ready and easy to love—schedule your showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
7713 BLUE MOON RUN, SARASOTA, FL 34241
$642,98495 Days on yellowkey MLS ID: A4685508
1 Days Off yellowkey (back on 4/25/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1843 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Dedicated Study. New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Monte at 7713 Blue Moon Run in Esplanade at Skye Ranch. Escape the ordinary with the Monte floor plan, a charming one-story retreat designed for comfort and ease. Step through the front porch and into a bright foyer that opens to an airy haven where the great room, kitchen and dining area all flow together beautifully, leading to a serene lanai perfect for quiet evenings. Tucked away, the private primary suite offers a calming escape with its spa-inspired bathroom and spacious walk-in closet. Toward the front of the home, you’ll find a cozy bedroom, a full bathroom, a convenient laundry room and a flexible space ideal for a game room, craft room or whatever you dream up. With thoughtful design and inviting warmth throughout, this home feels like a peaceful getaway every day. Additional Highlights Include: Tray ceiling package, powder bath in place of storage, 10' ceilings on first floor, interior 8' doors, and outdoor kitchen rough-in. Photos are for representative purposes only. MLS#A4685508 Live the inspired lifestyle at Esplanade at Skye Ranch. As the true signature of an Esplanade community, residents enjoy unique and plentiful opportunities to stay active, fit and relaxed and have access to a number of exciting amenities, including an exceptionally appointed resort campus, multiple pools, fitness center, gymnasium with basketball courts, community parks, sports fields, tennis, bocce, and pickleball courts, pet park, and more.
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
847 FREELING DR, SARASOTA, FL 34242
$3,950,00049 Days on yellowkey MLS ID: A4690268
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4034 Built: 1954 Tax: $40,498 (2025)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$40,498
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Michelle Ward (941-920-2460)
4855 HOYER DR, SARASOTA, FL 34241
$899,900297 Days on yellowkey MLS ID: A4661458
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2718 Built: 1995Monthly Fee: $133 Tax: $6,437 (2024)Community: Foxfire WestSingle Family
Taxes:$6,437
Remarks: Under contract-accepting backup offers. Tucked away on a very private lot, under a canopy of stately oaks, this gorgeous home in Foxfire West nestled on over two beautifully landscaped acres. The exterior construction of rustic brick over block blends gracefully into the wooded background and you will feel away from it all, but only a short drive to shopping, dining, and I-75. The current owners have lovingly cared for this home and made numerous improvements throughout, including a brand new kitchen. A double sided fireplace of natural coral stone shines its glow in both the formal living room and family room. The master suite features three sets of well-placed windows designed to bring the beauty of nature indoors. The open kitchen features a floating island and adjoins the dining area. The master bath is stylish with a glass block walk-in shower with 2 heads and a relaxing Jacuzzi tub. The second bedroom can also be a master with bathroom and new expansive walk-in-closet. Outdoor entertaining a must with a covered and screened 11 x 27 ft lanai and a composite wood deck with built-in brick BBQ. A garage workshop and storage shed come in handy and so does the 35 x 42 ft. parking space for boats or trailers. This home is extremely private and can not be seen from Hoyer Drive. New roof 2018, New Kitchen Appliances 2018, New Kitchen 2022, New Washer & Dryer 2020, New A/C 2020, New H.W.H. 2020. Owners in Foxfire West have access to Freshwater Lake, Foxfire access on Hubner drive. Total of 8 parking spaces. Shopping & Medical offices within a 5 miles drive. Seller to pay Title Insurance.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Sheryl Morris (941-400-1686)
4390 WOODVIEW DR, SARASOTA, FL 34232
$600,000261 Days on yellowkey MLS ID: A4666171
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2568 Built: 1985Monthly Fee: $64 Tax: $3,276 (2024)Community: Woodland ParkSpa: YesSingle Family
Taxes:$3,276
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Welcome to Woodland Park – the charm of Old Florida in the heart of Sarasota! Set on an expansive 16,400+ sq. ft. lot with lush, mature landscaping, this spacious custom home offers privacy, character, and a warm community atmosphere along tree-canopied streets. Just 5 miles from downtown Sarasota, Woodland Park blends timeless “Old Florida” charm with everyday convenience. The home features a versatile split floor plan with generously sized rooms. The primary suite is thoughtfully separated from the guest bedrooms, offering comfort and retreat. Two fireplaces bring cozy charm—one anchoring the living room as a central gathering place, the other enhancing a flexible den/office space that could easily serve as a fourth bedroom. The living room is designed for entertaining, complete with a wet bar and open flow to the kitchen and dining area. Outside, a caged swimming pool invites year-round enjoyment, while a detached oversized two-car garage provides ample space for vehicles, storage, or a workshop. Recent updates include fresh exterior paint and a new roof, adding peace of mind to this already special property. With its unique floor plan, lush grounds, and community character, this home is a rare find in Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
6404 AUTUMN WOODS WAY, SARASOTA, FL 34243
$335,000127 Days on yellowkey MLS ID: N6142789
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1080 Built: 2013Monthly Fee: $179 Tax: $4,103 (2024)Community: Woodbrook Ph Iii-A & Iii-BSingle Family
Taxes:$4,103
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to this charming cottage-style 2-bedroom, 2-bath home offering just over 1,000 square feet of thoughtfully designed living space, located within a maintenance-free, gated Neal Communities community with no CDD fee in the heart of Sarasota. The inviting front porch creates a warm first impression, while the attached 2-car garage adds everyday convenience. Inside, the home features tile and engineered hardwood flooring throughout, accented by plantation shutters, hurricane shutters, and a whole-home water filtration system. Major mechanical updates are already in place, including a 2021 A/C and 2023 hot water heater, providing peace of mind for years to come. The primary bedroom is highlighted by a tray ceiling and crown molding, adding a refined touch to the space. The home is also not located in a flood zone. Residents enjoy access to a resort-style pool and playground, all while benefiting from truly low-maintenance living. Ideally situated just minutes to SRQ Airport, a short drive to downtown Sarasota’s dining, arts, and waterfront, and close to UTC Mall for premier shopping, restaurants, and entertainment. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this home delivers charm, convenience, and an exceptional Sarasota location.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Chris Costello (941-716-1622)
4185 S SHADE AVE, SARASOTA, FL 34231
$616,000149 Days on yellowkey MLS ID: A4678362
0 Days Off yellowkey (back on 1/23/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 1990 Tax: $9,222 (2025)Community: Sarasota-Venice Co River SubSpa: YesSingle Family
Taxes:$9,222
Remarks: UNBELIEVABLE OPPORTUNITY! This 3-4 bedroom / 3 bathroom home is directly on Phillippi Creek with a dock and boat lift. This home sits at the very private end of a cul de sac on .5 acres of land! Enter and immediately notice the soaring 15-foot vaulted ceilings & two skylights in the living room with fireplace and handsome stonework all the way up. The rear private patio overlooks greenery. The eat-in kitchen has the same high ceilings and features a central island, quartz tops, raised-panel cabinetry, and a pantry. The 15-foot ceilings carry into the primary bedroom and there is a door out to the rear screened patio, swimming pool, and hot tub. The primary bath features a walk-in closet, dual vanities, and separate shower and soaking tub. There is a separate dining room and split guest bedroom/bath on the main floor as well. Upstairs has a third bedroom, a small bathroom, and fourth bedroom (no closet)-also perfect as an office. Come make this special home all your own with your remodeling ideas and a little TLC! --What the boater's want to know...The dock is older as is the lift. There is a sitting area at the end of the dock for sunrise. It appears to have 3-foot depth under the lift at mean-high tide and it is approximately a relaxing 35-minute boat ride to the Intracoastal Waterway passing under one bridge with approximate clearance of 9.5'. Come see this super waterfront opportunity today at an unbelievable price!
Listing Agent: Joe Cleary (941-650-8485)
2423 23RD ST, SARASOTA, FL 34234
$347,50067 Days on yellowkey MLS ID: A4688950
REDUCED by $1,499 (0.4%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1562 Built: 1986 Tax: $3,441 (2025)Community: Lorraine Park Rep Of PtSingle Family
Taxes:$3,441
Remarks: Welcome to your new Home!! This is nearly 1600sq/ft with 4 Bedrooms and 2 Bathrooms! The 4th bedroom can be used as a Bonus room as well making it a fantastic starter home or great investment property! Conveniently located minutes away from downtown Sarasota and UTC shopping plazas. The home was recently updated with brand new Spray insulation in the attic. Inside and out this home is beautiful! Great durable tiled floors throughout the home.Large kitchen with lots of cabinets for storage. Living and Dining apce that is perfect for gatherings and home living. This well maintained beauty has loads of potential. Make it your today!
Listing is courtesy of: MBN REALTY PROFESSIONALS (941-256-0350)
Listing Agent: Chris Giuffre (941-224-5865)
8075 ANTHIRIUM LOOP, SARASOTA, FL 34240
$755,99050 Days on yellowkey MLS ID: A4691134
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2064 Built: 2026Monthly Fee: $370 Tax: $971 (2025)Community: Windward At Lakewood Ranch Phase 2Spa: NoSingle Family
Taxes:$971
Elementary School: Tatum Ridge Elementary
High School: Booker High
Remarks: The White Star offers 3 bedrooms, 2.5 baths, and 2,064 sq. ft. of thoughtfully designed living space ideal for both entertaining and everyday comfort. A formal dining room is positioned at the front of the home and connects seamlessly to the kitchen, creating an inviting setting for gatherings. An additional room may also serve as a den or casual sitting area. The open-concept great room flows into the island kitchen and café area, overlooking the covered lanai and professionally designed pool by Waterscapes—perfect for indoor-outdoor living. The spacious owner’s suite provides a private retreat with a large bedroom, spa-inspired bath featuring a corner shower, dual vanity, private water closet, and an oversized walk-in closet. Additional highlights include tile flooring throughout the home for a clean, cohesive look and easy maintenance.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
8465 CYPRESS LAKE CIR, SARASOTA, FL 34243
$550,000142 Days on yellowkey MLS ID: A4678494
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1642 Built: 1988Monthly Fee: $27 Tax: $1,829 (2024)Community: Country Oaks Ph ISpa: NoSingle Family
Taxes:$1,829
Elementary School: Kinnan Elementary
Remarks: Welcome to 8465 Cypress Lake Circle, a move-in-ready home tucked away on a quiet street. This vibrant residence has been thoughtfully transformed over the years with numerous updates, including impact windows throughout, a remodeled kitchen and bathrooms, updated interior flooring, and outdoor pavers. No detail has been overlooked, and pride of ownership shines through at every corner. Enjoy the versatile bonus space of the enclosed lanai, which opens to your private heated pool. The outdoor area has been intentionally designed with pavers, clean lines, and open space, creating an ideal setting for both relaxation and entertaining while in the privacy of your fully fenced in backyard. The oversized garage is an added bonus, featuring newly painted epoxy floors, built-in cabinetry, and a hurricane-rated garage door. Located in the desirable Country Oaks community, residents enjoy scenic walking trails, tennis courts, and a community pool. Ideally situated just 4 miles from UTC and 6 miles from downtown Sarasota, this home offers the perfect blend of convenience, comfort, and lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Matthew Voss (941-402-8799)
7137 WESTMORELAND DR, SARASOTA, FL 34243
$885,00051 Days on yellowkey MLS ID: A4690817
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1761 Built: 1974 Tax: $8,506 (2025)Community: North IslesSpa: NoSingle Family
Taxes:$8,506
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Just steps from the stunning Sarasota Bay, this impeccably appointed corner-lot sanctuary welcomes you into a world of peaceful elegance and resort-style sophistication. As you arrive via the graceful circular paver driveway, you are immediately greeted by the lush, professionally redesigned front gardens bursting with new palm trees, Japanese blueberry trees, bougainvillea, vibrant flowering shrubs, and striking landscape boulders — setting the tone for serene, high-end luxury that defines every inch of this home. The current owners spared no expense — they poured over $200K into a complete top-to-bottom transformation, elevating this property to an extraordinary level of refinement with the finest materials and uncompromising attention to every detail — a true showpiece. STANDOUT FEATURES • Impact-resistant hurricane-rated sliders and windows throughout (exceptional sound dampening and storm protection) • Whole-house generator • Well for irrigation • Sparkling in-ground saltwater pool with upgraded waterfall and lighting • Striking built-in brick outdoor fireplace — the perfect centerpiece for year-round entertaining and unforgettable evenings. 2025-2026 Upgrades of the Highest Order (over $200K invested) • New Trane HVAC system and thermostat • All-new luxury vinyl plank flooring and baseboards throughout • Gourmet kitchen with quartzite countertops, porcelain tile backsplash, soft-close cabinetry with pull-out drawers, new sink and faucet, and a premium Fulcor Milano dual-fuel range with stainless-steel appliances • Imported Italian crystal chandeliers — one dramatically illuminating the living room and another over the kitchen table • Extensive new lighting throughout including pendants, sconces, can lights, coach lights, and full landscape lighting • Primary suite transformation featuring a full walk-in closet (converted from the third bedroom and easily convertible back to a bedroom) with bespoke shelving, mirrors, and chandelier • Designer marble-tile shower, quartz countertops, and Toto toilet in the primary bath • Custom barn door to the primary suite • Fully remodeled guest bathroom with new tile, glass door, and Toto toilet • Garage upgrades: new high-velocity hurricane-rated garage door, epoxy flooring, custom cabinets, and painted ceiling/walls Resort-Style Backyard & Panoramic Lanai (the true heart of this sanctuary): • Brand-new hot tub on fresh pavers with LED lighting and umbrella • Expansive panoramic-style covered lanai with new marble posts and beam, Sunbrella curtains, ceiling fan, and painted ceiling — perfect for serene mornings or elegant evenings • Outdoor cedar shower • Custom cedar shed • Additional highlights include a state-of-the-art water filtration system, custom glass doorknobs, all-new interior doors and hardware • New 8 ft vinyl privacy fencing, professional landscaping with new palm trees, Japanese blueberry trees, bougainvillea, designer rocks, fresh sod, upgraded irrigation, two healthy fruit trees (lime and grapefruit), landscape lighting, and the owned 150-gallon propane tank. A short stroll from your doorstep leads to the beautiful Bayfront and a marina with convenient boat storage. Vibrant downtown Sarasota — with its world-class dining, shopping, arts, and easy access to I-75 — is just minutes away. This move-in-ready sanctuary blends the highest-order luxury appointments with a private resort backyard — the ultimate peaceful Florida lifestyle home.
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
7717 BLUE MOON RUN, SARASOTA, FL 34241
$640,18460 Days on yellowkey MLS ID: A4689890
INCREASED by $20,000 (3.2%) on 04/23/2026
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Flex Room. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Monte at 7717 Blue Moon Run in Esplanade at Skye Ranch! This thoughtfully designed floor plan offers a bright, open layout that’s ideal for both everyday living and entertaining. From the welcoming foyer, the home opens into a spacious great room that connects seamlessly to the dining area and kitchen, creating an inviting central gathering space. Sliding glass doors extend the living area outdoors to a covered extended lanai, perfect for relaxing or hosting friends. The primary suite provides a comfortable retreat, while secondary bedrooms offer flexibility for guests or hobbies. With intentional design touches throughout, the Monte delivers both style and functionality in a sought-after community setting. Additional Highlights Include: tray ceiling package, powder bath in place of storage closet, 8' interior doors throughout, covered extended lanai, impact windows. Photos are for representative purposes only. MLS#A4689890 Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
5149 FAR OAK CIR, SARASOTA, FL 34238
$910,00094 Days on yellowkey MLS ID: A4685308
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2648 Built: 1995Monthly Fee: $275 Tax: $5,372 (2025)Community: Turtle Rock Prcl A-2Single Family
Taxes:$5,372
Remarks: Under contract-accepting backup offers. Lakefront luxury, effortless living, and a location you’ll love - welcome home! Experience the very best of Sarasota living in this beautifully custom-designed, lakefront residence, thoughtfully upgraded and impeccably maintained. From the moment you arrive, you’ll appreciate the quality, craftsmanship, and pride of ownership found throughout. This exceptional home features fully updated and remodeled interiors, hurricane-impact windows, doors and sliders, and solid, enduring construction designed for peace of mind. Major systems have already been upgraded, including the A/C, water heater, and pool pump - allowing you to move in with confidence. Step outside to your private outdoor retreat, complete with a resurfaced heated pool, attractive paver driveway, and tranquil lake views. Start your mornings in the lanai and unwind at sunset as the water reflects the changing sky - your own serene slice of Florida living. A whole-home water filtration system adds comfort and convenience, while every room reflects modern style and thoughtful updates. Ideally located near Clark Road, popular dining, Costco, and the world-famous white sands of Siesta Key, this home offers the perfect balance of privacy, convenience, and lifestyle. Don’t miss this rare opportunity to own a beautifully upgraded lakefront home in the heart of Turtle Rock - where everyday living feels like a getaway.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Tracy Seider (941-356-2057)
1429 N LAKE SHORE DR, SARASOTA, FL 34231
$5,595,000182 Days on yellowkey MLS ID: A4674740
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4545 Built: 2026 Tax: $9,862 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$9,862
Remarks: One or more photo(s) has been virtually staged. Experience luxury West-of-Trail living in Sarasota’s coveted Oyster Bay neighborhood. This newly built 2026 custom residence offers 5 bedrooms, 5 full and 2 half baths—all on one thoughtfully designed living level—featuring 4,545 sq. ft. under air and 5,689 sq. ft. total. Set on an impressive 130' x 150' corner lot (0.45 acres), the home is surrounded by a lush tropical oasis that provides exceptional privacy. A dramatic two-story foyer with 21’ ceilings and a steel-and-impact-glass entry door welcomes you inside. Engineered oak hardwood flooring, 10” baseboards, and sleek horizontal receptacles enhance the home’s modern architectural aesthetic. The expansive open-concept kitchen and great room are flooded with natural light from ten windows and four 20’ hurricane-impact glass sliders that open to the outdoor living space. The gourmet kitchen is a chef’s dream, offering an 8-seat center island, large walk-in pantry, quartz countertops, and premium appliances including a Bosch 36” natural gas/induction cooktop, 36” Thermador refrigerator column, 24” Thermador freezer column, 24” full-height Thermador wine cooler, Bosch dishwasher, and 30” Bosch oven/microwave combo. Retreat to the luxurious main suite featuring a Wetstyle tub with wood surround, marble accents, and slate and porcelain flooring. Additional highlights include level-5 smooth interior walls, 8’ solid-core and obscure-glass interior doors, a stunning 175-bottle wine room with marble wall and glass enclosure, Samsung pedestal washer & dryer, and an advanced alarm and exterior security lighting system. The outdoor living area is designed for year-round enjoyment with a summer kitchen equipped with a Blaze 42” gas grill, sink, and under-counter refrigerator. A 15’ x 28’ pool and spa with a custom waterfall feature, plus an outdoor shower, complete this private retreat. The property also offers an irrigation system and a spacious 3-car garage. An exceptional opportunity to own a brand-new, luxury single-level home in one of Sarasota’s most desirable West-of-Trail communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,00065 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$80,000
Elementary School: Southside Elementary
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000221 Days on yellowkey MLS ID: A4669078
REDUCED by $250,000 (3.0%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4705 Built: 2021Monthly Fee: $13 Tax: $68,556 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$68,556
Remarks: Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal contemporary residence blends clean architectural lines with warm, natural finishes, ideal for buyers seeking newer construction, move-in-ready condition, and hurricane-resilient design in a prime location. Positioned on protected sailboat water with no fixed bridges, the property offers seamless access to Sarasota Bay and a short, unobstructed ride to the Gulf, making it perfectly suited for avid boaters. Spanning approximately 4,750 square feet under air, with nearly 3,000 additional square feet of outdoor living space, the home is designed around the indoor-outdoor lifestyle today’s luxury buyers prioritize. The open-concept layout is anchored by a chef’s kitchen featuring a sculptural marble island and Sub-Zero and Wolf appliances, flowing effortlessly into a great light-filled room with a stone fireplace, custom built-ins, and floor-to-ceiling glass sliders that open to expansive terraces. A temperature-controlled wine room with 1,800-bottle capacity adds a refined touch, while the dining space creates a striking architectural focal point. The primary suite offers true resort-style living, with private access to both a tranquil courtyard with spa and sauna and the waterfront pool terrace. Inside, a custom walk-in closet and spa-inspired bath reflect the level of finish expected in a luxury retreat. The second level features three additional bedrooms, a flexible gym or office, and a loft-style workspace, providing versatility for modern living. Outdoors, the illuminated saltwater pool with a glass wall, newly enhanced outdoor kitchen, and expansive entertaining areas create a private waterfront oasis. The deep-water dock is equipped with a 20,000-pound boat lift, dual jet ski lifts, and a floating dock, delivering a true boating lifestyle. Additional highlights include a three-car garage with a lift, epoxy flooring, and custom storage. A fully integrated smart home system, featuring programmable lighting and shades, whole-home audio, Apple TV integration, a generator, and high-speed WiFi, meets the expectations of today’s tech-forward buyer. Furniture is available separately to create a more turnkey concept. Located within San Remo Estates, the home offers a rare balance of privacy and central convenience. Just minutes from Siesta Key via the nearby North Bridge, beach access becomes part of everyday life. Set on a deep-water basin seconds from Sarasota Bay, the property provides protected docking with immediate access to open water and a short ride to the Gulf. Southside Village and Downtown Sarasota are both a quick drive away without the need to cross any bridges, offering boutique shopping, cafés, acclaimed dining, and a vibrant arts and cultural scene. Everyday conveniences, including top-rated schools, Sarasota Memorial Hospital, and key corridors like US-41 and I-75, are all within close reach. This is a location that seamlessly connects protected waterfront living with the very best of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5500 MERRIMAC DR, SARASOTA, FL 34231
$1,685,000100 Days on yellowkey MLS ID: A4684914
REDUCED by $85,000 (4.8%) on 04/17/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2790 Built: 1974 Tax: $6,537 (2025)Community: Phillippi Gardens 08Spa: YesSingle Family
Taxes:$6,537
Remarks: Live the Ultimate Florida Lifestyle in This Waterfront Paradise! Nestled in the heart of Phillippi Gardens, this extraordinary property offers the perfect blend of tranquility, luxury, and convenience. Set on an OVERSIZED .61-ACRE LOT WITH OVER 400 FEET OF PRIVATE WATER FRONTAGE. Along two serene waterways just off Phillippi Creek, this home is a true tropical oasis—peaceful and secluded, yet minutes from everything Sarasota has to offer. Inside, the residence showcases a flexible layout with FOUR SPACIOUS BEDROOMS, some easily adaptable for office, studio, or guest use, and FOUR FULL BATHROOMS making it ideal for hosting loved ones and guests. The interior has been thoughtfully updated from 2017 through 2024 blending modern comfort with timeless charm. Interior Highlights Include: An expansive great room with a DUAL-SIDED WOOD-BURNING FIREPLACE, a gourmet kitchen featuring stainless steel appliances, farmhouse sink and pot filler. Three bedrooms on the main level, including one en-suite, and a second-floor master suite with a PRIVATE BALCONY OFFERING BREATHTAKING SUNRISE AND SUNSET VIEWS. Step outside and feel like you're on vacation every day. The lush, tropical grounds are packed with resort-style amenities: Tiki hut with a full bar and grill, two fire pits, five-zone low-voltage night lighting creating a magical evening ambiance, heated pool and spa, boat lift, a new boathouse (2019) and new seawall (2023/2024). Additional Upgrades: Two new A/C units (2019), septic-to-sewer conversion (2018). Tucked away at the end of a quiet cul-de-sac, this home offers privacy without sacrificing accessibility. You're just a short bike ride to the Gulf beaches, near The Landings for shopping and dining, and minutes from downtown Sarasota’s vibrant arts and culture scene.
Listing Agent: Steve Abbe (941-400-3969)
610 N TUTTLE AVE, SARASOTA, FL 34237
$942,000211 Days on yellowkey MLS ID: TB8448086
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2410 Built: 2026 Tax: $2,914 (2024)Community: Plat Of AvionSpa: NoSingle Family
Taxes:$2,914
Elementary School: Tuttle Elementary
Middle School: Booker Middle
Remarks: Pre-Construction. To be built. LGM Homes — Customization Available! This is your opportunity to build your dream home in the heart of Sarasota with trusted local builder LGM Homes. Ideally located just minutes from downtown Sarasota, Payne Park, The Legacy Trail, and world-famous beaches, this future residence offers 4 bedrooms, 2.5 bathrooms, and an open-concept layout designed for modern living. Thoughtfully planned with high-end finishes and premium construction, the home will feature soaring 10-foot ceilings, impact-rated windows and doors, Quartz countertops, designer cabinetry, luxury flooring, solid block construction, a sleek and durable metal roof, an optional pool and outdoor entertainment area, and a 2-car garage. Make it your own! Because the home has not yet been built, buyers have the unique opportunity to customize many of the features and finishes to suit their personal taste and lifestyle—from flooring and tile to cabinetry and appliance packages. Whether you're seeking modern minimalism, warm coastal charm, or bold contemporary style, LGM Homes will work with you to bring your vision to life. Located within Sarasota city limits, the property may also qualify for short-term daily and weekly rentals—offering outstanding income potential in one of Florida’s most desirable markets. Don't miss this rare chance to design a truly one-of-a-kind home in a prime location. Contact us today to explore customization options and secure your build with LGM Homes.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Marian Kozak (813-465-2447)
620 N TUTTLE AVE, SARASOTA, FL 34237
$1,370,000211 Days on yellowkey MLS ID: TB8448133
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2770 Built: 2026 Tax: $2,800 (2024)Community: Plat Of AvionSpa: YesSingle Family
Taxes:$2,800
Remarks: Pre-Construction. To be built. LGM Homes — Customization Available! A rare opportunity to own a brand-new, fully customizable home just minutes from downtown Sarasota, Payne Park, and world-famous beaches. This thoughtfully designed 4 bedroom, 3.5 bathroom residence features an open-concept layout with 10-foot ceilings, impact-rated windows and doors, and durable engineered hardwood floors throughout. The gourmet kitchen will include granite countertops, custom cabinetry, and a premium stainless steel appliance package, ideal for entertaining or everyday living. Built with solid block construction and topped with a metal roof, this home is made for long-lasting comfort and style. Optional upgrades include a custom pool, outdoor kitchen, and covered lanai for the perfect Florida lifestyle. The home also includes a front-entry two-car garage for added convenience. What sets this home apart is the chance to personalize it. Because construction hasn’t started yet, buyers can select finishes, colors, and features to match their taste and vision. Located within Sarasota city limits, this address qualifies for daily or weekly short-term rentals (buyer and agent to verify with the city)—an excellent opportunity for primary living or income-producing potential. Contact the listing agent today to explore plans and make this custom home your own.
1330 S JEFFERSON AVE, SARASOTA, FL 34239
$685,00092 Days on yellowkey MLS ID: A4685616
REDUCED by $100,000 (12.7%) on 04/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1716 Built: 1960 Tax: $7,730 (2025)Community: Rustic Lodge 2Single Family
Taxes:$7,730
Remarks: MAJOR PRICE REDUCTION - MUST SEE! This gorgeous home in the iconic Rustic Lodge enclave in Arlington Park was meticulously remodeled in 2020. The thoughtfully designed layout flows seamlessly from a central gathering space combining great room and kitchen—ideal for everyday living and entertaining. Highlights include soaring shiplap ceilings, engineered hardwood floors, premium lighting, and PGT impact doors and windows. The kitchen is anchored by a large island featuring granite countertops, high-end appliances, and custom cabinetry, while French doors open to the secluded outdoor spaces. This 3 bed 2 bath split floor plan features a Primary Suite with elegantly appointed walk-in closet and a spa-inspired bathroom complete with walk-in shower, soaking tub, and dual sinks. The north wing of the home includes two guest bedrooms and a full bath with shower/tub combination, offering separation and privacy from the primary suite. Conveniently located adjacent to the kitchen, the laundry room includes a top tier washer and dryer. An oversized garage affords a full wall of built-in storage space. Outdoor features include a newly landscaped garden, decorative awnings, delightful garden art, a driveway with inset river rock, and a walled "secret garden" oasis in the side yard, complete with shade umbrella and charming garden gate. Major systems/appliances replaced during the total renovation in 2020 include roof, air conditioning, water heater, electrical, plumbing, kitchen, bathrooms, flooring, and impact resistant doors and windows. Ideally situated on a corner lot near the Arlington Park complex, and just minutes from Downtown Sarasota, Southside Village, and award winning Siesta Key Beaches.
Listing Agent: Carol-Ann Warr (941-780-0665)
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